O-benzyloxime ethers and crop protection agents containing these compounds

ABSTRACT

O-Benzyloxime ethers of the formula I ##STR1## where 5 x is substituted or unsubstituted CH 2 , NOalkyl 
     Y is O, S, NR 5   
     R 1 , R 2 , R 5  are H, alkyl 
     Z 1 , Z 2  are H, halogen, methyl, methoxy, cyano 
     R 3 , R 4  are hydrogen, cyano, substituted or unsubstituted alkyl, alkenyl, cycloalkyl, cycloalkenyl, alkynyl, alkoxy, haloalkoxy, alkylthio, benzylthio, alkylcarbonyl, substituted or unsubstituted phenylcarbonyl, substituted or unsubstituted benzylcarbonyl, alkoxycarbonyl, substituted or unsubstituted phenoxycarbonyl substituted or unsubstituted benzyloxycarbonyl, 
     N(R 6 ) 2 , where R 6  is H, alkyl, substituted or unsubstituted phenyl, 
     --CO--N(R 7 ) 2 , where R 7  is H, substituted or unsubstituted alkyl, 
     substituted or unsubstituted aryl, substituted or unsubstituted aryloxy, substituted or unsubstituted arylthio, substituted or unsubstituted hetaryl, substituted or unsubstituted hetaryloxy, substituted or unsubstituted hetarylthio, substituted or unsubstituted heterocyclyl, substituted or unsubstituted heterocyclyloxy, 
     R 3  and R 4  together may form a carbocyclic or heterocyclic ring which is substituted or unsubstituted, and 
     R 3  or R 4  may be halogen, or ##STR2##  may be ##STR3##  where n is an integer from 1 to 4, and 
     R 8  is, or, when n&gt;1, the R 8  &#39;s are identical or different and are each, H, halogen, cyano, nitro or substituted or unsubstituted C 1  -C 4  -alkyl, C 1  -C 4  -alkoxy, C 1  -C 4  -haloalkyl, C 1  -C 4  -haloalkoxy, aryl, aryloxy, benzyloxy, hetaryl or hetaryloxy. 
     and crop protection agents containing these compounds.

The present invention relates to novel O-benzyloxime ethers and a methodfor controlling pests, in particular fungi, insects, nematodes andspider mites with these compounds.

It is known that substituted phenylacetic acid oxime derivatives can beused as fungicides (European Patent 253,213). However, their action isunsatisfactory.

We have found, surprisingly, that O-benzyloxime ethers of the generalformula I ##STR4## where X is CH₂, CH--C₁ -C₄ -alkyl, CH--C₁ -C₄-alkoxy, CH--C₁ -C₄ -alkylthio or N-C₁ -C₄ -alkoxy,

Y is O, S or NR⁵,

R¹, R² and R⁵ are each H or C₁ -C₄ -alkyl,

Z¹ and Z² are identical or different and are each H, halogen, methyl,methoxy or cyano,

R³ and R⁴ are identical or different and are each hydrogen, cyano,straight-chain or branched C₁ -C₁₀ -alkyl, C₁ -C₄ -haloalkyl, C₃ -C₆-cycloalkyl, C₃ -C₆ -halocycloalkyl, C₃ -C₆ -cycloalkyl-C₁ -C₄ -alkyl,C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl, C₁ -C₄ alkylthio-C₁ -C₄ -alkyl,arylthio-C₁ -C₄ -alkyl, C₂ -C₆ -alkenyl, C₂ -C₅ -haloalkenyl, C₃ -C₆-cycloalkenyl, C₃ -C₆ -halocycloalkenyl, C₂ -C₆ -alkynyl, C₁ -C₆-alkoxy, C₁ -C₆ -haloalkoxy, C₁ -C₄ -alkylthio, benzylthio, C₁ -C₄-alkylcarbonyl, unsubstituted or substituted phenylcarbonyl,unsubstituted or substituted benzylcarbonyl, C₁ -C₄ -alkoxycarbonyl,unsubstituted or substituted phenoxycarbonyl, unsubstituted orsubstituted benzyloxycarbonyl, unsubstituted or substituted aryl,unsubstituted or substituted aryloxy, unsubstituted or substitutedarylthio, unsubstituted or substituted aryl-C₁ -C₄ -alkyl, unsubstitutedor substituted aryl-C₁ -C₄ -alkenyl, unsubstituted or substitutedaryloxy-C₁ -C₄ -alkyl, unsubstituted or substituted arylthio-C₁ -C₄-alkyl, unsubstituted or substituted hetaryl, unsubstituted orsubstituted hetaryloxy, unsubstituted or substituted hetarylthio,unsubstituted or substituted hetaryl-C₁ -C₄ -alkyl, unsubstituted orsubstituted hetaryl-C₂ -C₄ -alkenyl, unsubstituted or substitutedhetaryloxy-C₁ -C₄ -alkyl, unsubstituted or substituted heterocyclyl,unsubstituted or substituted heterocyclyloxy, N(R⁶)₂, where the radicalsR⁶ are identical or different and are each H, C₁ -C₆ -alkyl orunsubstituted or substituted phenyl, or

--CO--N(R⁷)₂, where the radicals R⁷ are identical or different and areeach H or C₁ -C₄ -alkyl, substituents, in addition to hydrogen, beinghalogen, cyano, nitro, C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkyl,C₁ -C₄ -haloalkoxy, C₁ -C₁₀ -alkoximino-C₁ - or C₂ -alkyl, aryl,aryloxy, benzyloxy, hetaryl, hetaryloxy, C₃ -C₆ -cycloalkyl,heterocyclyl or heterocyclyloxy, or

R³ and R⁴ together may form a carbocyclic or heterocyclic ring which maybe substituted by the abovementioned substituents, and

R³ or R⁴ may be halogen, or ##STR5## may be ##STR6## where n is aninteger from 1 to 4, and

R⁸ is, or, when n>1, the R⁸ 's are identical or different and are each,H, halogen, cyano, nitro or substituted or unsubstituted C₁ -C₄ -alkyl,C₁ -C₄ -alkoxy, C₁ -C₄ haloalkyl, C₁ -C₄ -haloalkoxy, aryl, aryloxy,benzyloxy, hetaryl or hetaryloxy,

have excellent fungicidal, insacticidal, nematicidal and acaricidalactivity which is better than that of the known phenylacetic acidderivatives.

The fungicidal action is preferred.

The radicals stated for the general formula I may, for example, have thefollowing meanings:

X may be C₁ -C₄ -alkylidene (eg. methylidene, ethylidene, norisopropylidene, n-, iso-, sec- or tert-butylidene),

C₁ -C₄ -alkoxymethylidene (eg. methoxy-,ethoxy-, n-propoxy, isopropoxy-,n-butoxy-, isobutoxy-, sec-butoxy- or tertbutoxymethylidene), C₁ -C₄-alkylthiomethylidene (eg. methyl-, ethyl-, n-propyl-, isopropyl-,n-butylthio-, isobutylthio-, sec-butylthio- ortert-butylthiomethylidene) or C₁ -C₄ -alkoximino (eg. methoximino,ethoximino, n-propoximino, isopropoximino, n-butoximino, isobutoximino,sec-butoximino or tert-butoximino),

Y may be O, S or NR⁵,

R¹, R² and R⁵ may each be H or C₁ -C₄ -alkyl (eg. methyl, ethyl, n- orisopropyl, n- or iso-, sec- or tert-butyl),

Z¹ and Z² may be H, halogen (eg. fluorine, chlorine, bromine or iodine),methyl, methoxy or cyano, and

R³ and R⁴ may be identical or different and are each hydrogen, cyano,straight-chain or branched C₁ -C₁₀ -alkyl (eg. methyl, ethyl, n- orisopropyl, n-, iso-, sec- or tert-butyl, n-, iso-, sec-, tert- orneopentyl, n-hexyl or n-decyl), C₁ -C₄ -haloalkyl (eg. trifluoromethyl,2-fluoroethyl, 2,2,2-trifluoroethyl, pentafluoroethyl,fluorodichloromethyl, difluorochloromethyl, chloromethyl,dichloromethyl, trichloromethyl, 2-chloroethyl, 2,2,2-trichloroethyl orpentachloroethyl), C₃ -C₆ -cycloalkyl (eg. cyclopropyl, cyclobutyl,cyclopentyl or cyclohexyl), C₃ -C₆ -halocycloalkyl (eg.2,2-difluorocyclopropyl, 2,2-dichlorocyclopropyl,2,2-dibromocyclopropyl, 2,2-dichloro-3-methylcyclopropyl ortetrafluorocyclobutyl), C₃ -C₈ -cycloalkyl-C₁ -C₄ -alkyl (eg.1-methylcyclopropy1,2,2-dimethylcyclopropyl or 1-methylcyclohexyl), C₁-C₄ -alkoxy-C₁ -C₄ -alkyl (eg. methoxymethyl, ethoxymethyl, n- orisopropoxymethyl, n-, iso-, sec- or tert-butoxymethyl,2-methoxyprop-2-yl, 2-ethoxyprop-2-yl, 2-n- or isopropoxyprop-2-yl or2-n-, iso-, sec- or tert-butoxyprop-2-yl), C₁ -C₄ -alkylthio-C₁ -C₄-alkyl (eg. methylthiomethyl, ethylthiomethyl, n- orisopropylthiomethyl, n-, iso-, sec- or tert-butylthiomethyl,2-methylthioprop-2-yl, 2-ethylthioprop-2-yl, 2-n- orisopropylthioprop-2-yl or 2-n-, iso-, sec- or tert-butylthioprop-2-yl),aryl(phenyl)thio-C₁ -C₄ -alkyl (eg. phenylthiomethyl or2-chlorophenylthiomethyl), C₂ -C₆ -alkenyl (eg. vinyl, 1-propenyl,2-propenyl, 2-butenyl, 3-butenyl, 1-methyl-2-propenyl,3-methyl-2-butenyl or 2-methyl-2-penten-5-yl), C₂ -C₅ -haloalkenyl (eg.2,2-difluorovinyl, 2,2-dichlorovinyl, 3,3,3-trifluoropropenyl,3,3,3-trichloropropenyl or 3-chloro-2-propenyl), C₃ -C₆ -cycloalkenyl(eg. cyclopent-1-enyl, cyclopentadienyl or cyclohex-1-enyl), C₃ -C₆-halocycloalkenyl (eg. pentafluorocyclopentadienyl orpentachlorocyclopentadienyl), C₂ -C₄ -alkynyl (eg. ethynyl, 1-propynylor 1-propargyl), C₁ -C₄ -alkoxy (eg. methoxy, ethoxy, n- or isopropoxyor n-, iso-, sec- or tert-butoxy), C₁ -C₄ -alkylthio (eg. methylthio,ethylthio, n- or isopropylthio or n-, iso-, sec- or tert-butylthio) orbanzylthio, C₁ -C₄ -haloalkoxy (eg. trifluoromethoxy, pentafluoroethoxyor 1,1,2,2-tetrafluoroethoxy), N(R⁶)₂ (eg. amino, methylamino,dimethylamino, ethylamino, diethylamino, di-n-propylamino,diisopropylamino, di-n-butylamino or diisobutylamino), C₁ -C₄-alkylcarbonyl (eg. acetyl, propionyl, butyryl, isobutyryl or pivaloyl),unsubstituted or substituted phenylcarbonyl (eg. benzoyl or4-chlorobenzoyl), unsubstituted or substituted benzylcarbonyl (eg.benzylcarbonyl), C₁ -C₄ -alkoxycarbonyl (eg. methoxycarbonyl,ethoxycarbonyl, n- or isopropoxycarbonyl or n-, iso-, sec- ortertbutoxycarbonyl), unsubstituted or substituted phenoxycarbonyl (eg.phenoxycarbonyl or 4-chlorophenoxycarbonyl), unsubstituted orsubstituted benzyloxycarbonyl (eg. benzyloxycarbonyl), --CO--N(R⁷)₂ (eg.aminocarbonyl, dimethylaminocarbonyl, diethylaminocarbonyl,diisopropylaminocarbonyl, phenylaminocarbonyl orN-methyl-N-phenylaminocarbonyl), unsubstituted or substituted aryl (eg.phenyl, naphthyl or anthryl), unsubstituted or substituted aryloxy (eg.phenoxy, naphthyloxy or anthryloxy), unsubstituted or substitutedarylthio (eg. phenylthio), unsubstituted or substituted aryl-C₁ -C₄-alkyl (eg. benzyl, 1-phenethyl, 2-phenethyl, 1-phenylpropyl,2-phenylpropyl, 3-phenylpropyl, 2-methyl-3-phenylpropyl,2-methyl-2-phenylpropyl or 4-phenylbutyl), unsubstituted or substitutedaryl-C₁ -C₄ -alkenyl (eg.phenyl-1-etheny1,2-phenyl-1-propeny1,2,2-diphenylethenyl,1-phenyl-1-propen-2-yl or 1-phenyl-1-ethenyl), unsubstituted orsubstituted aryloxy-C₁ -C₄ -alkyl (eg. phenoxymethyl), unsubstituted orsubstituted arylthio-C₁ -C₄ -alkyl (eg. phenylthiomethyl), unsubstitutedor substituted hetaryl (eg. pyridyl, 2-pyridyl, 3-pyridyl, 4-pyridyl,pyrimidinyl, 2,6-pyrimidinyl, 1,5-pyrimidinyl, thienyl, 2-thienyl,3-thienyl, furyl, 2-furyl, 3-furyl, 1-pyrrolyl, 1-imidazolyl,1,2,4-triazolyl, 1,3,4-triazolyl, 4-thiazolyl or 2-benzothiazolyl),unsubstituted or substituted hetaryloxy (eg. 2-pyridyloxy or2-pyrimidinyloxy), unsubstituted or substituted hetarylthio (eg.2-pyridylthio, 2-pyrimidinylthio or 2 -benzothiazolylthio),unsubstituted or substituted hetaryl-C₁ -C₄ -alkyl (eg. 2-pyridylmethylor 3-pyridylmethyl), unsubstituted or substituted hetaryloxy-C₁ -C₄-alkyl (eg. furfurylmethoxy, thienylmethoxy, 3-isoxazolylmethoxy,2-oxazolylmethoxy or 2-pyridylmethoxy), unsubstituted or substitutedhetaryl-C₂ -C₄ -alkenyl (eg. 2'-furyl-2-ethenyl, 2'-thienyl-2-ethenyl or3'-pyridyl-2-ethenyl), unsubstituted or substituted heterocyclyl (eg.oxiranyl, 1-aziridinyl, 1-azetidinyl, 1-pyrrolidinyl, 2-tetrahydrofuryl,2-tetrahydropyranyl, 3-tetrahydropyranyl, 1-piperidinyl, 1-morpholinyl,1-piperazinyl, 1,3-dioxanyl or 3-tetrahydrothiopyranyl) or unsubstitutedor substituted heterocyclyloxy (eg. 2-dihydropyranyloxy or2-tetrahydropyranyloxy).

The radicals referred to above in connection with unsubstituted orsubstituted are, in addition to hydrogen, for example, fluorine,chlorine, bromine, iodine, cyano, nitro, methyl, ethyl, isopropyl,tert-butyl, methoxy, ethoxy, isopropoxy, tert-butoxy, trifluoromethyl,chloromethyl, dichloromethyl, trichloromethyl,trifluoromethoxy,1,1,2,2-tetrafluoroethoxy, methoximinomethyl,ethoximinomethyl, n-propoximinomethyl, n-butoximinomethyl,n-pentyloximinomethyl, n-hexyloximinomethyl, allyloximinomethyl,benzyloximinomethyl, isopropoximinomethyl, isobutoximinomethyl,tert-butoximinomethyl, methylimino-1-ethyl, ethoximino-1-ethyl,n-propoximino-1-ethyl, n-butoximino-1-ethyl, n-pentyloximino-1-ethyl,n-hexyloximino-1-ethyl, allyloximino-1-ethyl, benzyloximino-1-ethyl,phenyl, phenoxy, benzyloxy, imidazol-1-yl, piperazin-1-yl,4-morpholinyl, piperidin-1-yl, pyrid-2-yloxy, cyclopropyl, cyclohexyl,oxiranyl, 1,3-dioxan-2yl, 1,3-dioxolan-2-yl and tetrahydropyran-2-yloxy.

The group ##STR7## may also be the radical of a carbocyclic orheterocyclic oxime (eg. cyclopentanone oxime, cyclohexanone oxime,cycloheptanone oxime, 2-adamantanone oxime, D-camphor oxime, 1-tetraloneoxime, 1-indanone oxime, 9-fluorenone oxime, 1-methyl-4-piperidoneoxime, violuric acid or N,N-dimethylvioluric acid).

R³ and R⁴ together then form, for example, a cyclopentyl, cyclohexyl,cycloheptyl, adamantyl, camphenyl, tetralin, indane or fluorene ring.

One of the radicals R³ or R⁴ may furthermore be halogen (eg. fluorine,chlorine, bromine or iodine).

n may be 1, 2, 3 or 4 and R⁸ may be for example H, fluorine, chlorine,bromine, iodine, cyano, nitro, methyl, ethyl, isopropyl, tert-butyl,methoxy, ethoxy, isopropoxy, tert-butoxy, trifluoromethyl, chloromethyl,dichloromethyl, trichloromethyl, trifluoromethoxy,1,1,2,2-tetrafluoromethoxy, phenyl, phenoxy, benzyloxy or pyrid-2-yl,where these radicals in turn may be substituted by fluorine, chlorine,bromine, iodine, cyano, methyl or methoxy.

Among the compounds in which R³ and R⁴ are hydrogen, the preferredcompounds are those in which either only R³ or only R⁴ is hydrogen, inparticular the compounds in which R³ is hydrogen.

Also preferred are compounds of the formula II in which X is CH₂, CHCH₃,CHC₂ H₅, CHOCH₃, CHOC₂ H₅, CHSCH₃ or CHSC₂ H₅, Y is 0, R¹ is C₁ -C₄-alkyl, R² is H or methyl, R³ and R⁴ are identical or different and eachis hydrogen, cyano, straight-chain or branched C₁ -C₁₀ -alkyl, C₁ -C₄-haloalkyl, C₃ -C₆ -cycloalkyl, C₃ -C₆ -halocycloalkyl, C₃ -C₆-cycloalkyl-C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl, C₁ -C₄-alkylthio-C₁ -C₄ -alkyl, arylthio-C₁ -C₄ -alkyl, C₂ -C₆ -alkenyl, C₂-C₆ -alkynyl, C₂ -C₄ -haloalkenyl, C₁ -C₆ -alkoxy, C₁ -C₆ -alkylthio, C₁-C₄ -alkylcarbonyl, C₁ -C₄ -alkoxycarbonyl, substituted or unsubstitutedaryl, substituted or unsubstituted aryloxy, substituted or unsubstitutedarylthio, substituted or unsubstituted aryl-C₁ -C₄ -alkyl, substitutedor unsubstituted aryl-C₂ -C₄ -alkenyl, substituted or unsubstitutedaryloxy-C₁ -C₄ -alkyl, substituted or unsubstituted hetaryl, substitutedor unsubstituted hetaryloxy, substituted or unsubstituted hetarylthio orsubstituted or unsubstituted heterocyclyl, or each is N(R⁶)₂, R⁶ beingidentical or different and denoting H, C₁ -C₆ -alkyl, C₃ -C₆ -cycloalkylor substituted or unsubstituted phenyl, or each is --CO--N(R⁷)₂, R⁷being identical or different and denoting H or C₁ -C₄ -alkyl, the term"substituted" denoting the radicals listed in claim 1, and R³ and R⁴ maytogether denote a carbocyclic or heterocyclic ring which may besubstituted by the radicals given under "substituted", and R³ and R⁴ maybe halogen, and Z¹ and Z² are hydrogen, fluorine, chlorine, bromine,iodine, methyl, cyano or methoxy.

Owing to the C═C or C═N double bonds, the novel compounds of the generalformula I may be obtained in the preparation as E/Z isomer mixtures.These can be separated into the individual components in a conventionalmanner, for example by crystallization or chromatography.

Both the individual isomeric compounds and mixtures thereof formsubjects of the invention and can be used a pesticides.

The compounds of the general formula I as claimed in claim 1 areprepared, for example, as described in Scheme 1 (Z¹ and Z² are each H).##STR8##

The compounds of the general formula I in which X is CH₂, CH-alkyl orCH-alkoxy can be prepared, for example, from the ketoesters 4 by aWittig or Wittig-Horner reaction (cf. European Patents 348,766 and178,826 and DE 3 705 389). The similar compounds 5 are likewise obtainedfrom the ketoesters 2.

Alternatively, it is also possible to adopt a procedure in whichcompounds of the formula 7 or 9 are condensed with suitable reagents,for example with formaldehyde where X is CH₂ (cf. DE 3317356), a) withaldehydes (cf. D. M. Brown, J. Chem. Soc. 1948, 2147) or b) first withN,N-dimethylformamide dimethyl acetal, followed by reaction with aGrignard reagent (similarly to C. Jutz, Chem. Ber. 91 (1958), 1867)where X is CH-alkyl, or with a formate followed by alkylation (cf.European Patent 178,826) where X is CH--O-alkyl. Further preparationmethods for the compounds of the formula 5 and I where X is CH--O-alkylare described in European Patent 178,826.

Another possible method for preparing the compounds of the formula Iwhere X is CH-alkyl and YR₂ is COOAlk is to react ketene acetals withphenylchlorocarbenes (S. N. Slougui and G. Rousseau, Synth. Commun. 12(5) (1982), 401-407).

For compounds of the general formula I where X is CH-S-alkyl, thepreparation can be carried out by the methods described in EuropeanPatents 244,077 or 310,954.

The intermediates of the formulae 3, 6 and 8 can be prepared from thecompounds 2, 5 and 7 by halogenating the latter by a known method, forexample with chlorine, bromine or N-bromosuccinimide, in an inertsolvent (eg. CCl₄ or cyclohexane), with exposure to, for example, a Hgvapor lamp or in the presence of a free radical initiator, eg. dibenzoylperoxide, or by introducing the radicals L, eg. mesylate, tosylate,acetate or triflate, via suitable intermediates (where L is halogen orOH).

The oxime ethers of the formula I where X is N-Oalkyl can be preparedfrom 4 a) by reaction with an O-alkylhydroxylamine hydrochloride or b)with hydroxylamine hydrochloride and subsequent alkylation with analkylating agent (eg. an alkyl iodide, dialkyl sulfate, etc.) (cf. DE 3623 921).

Furthermore, a phenylacetic ester of the formula 9 can be converted witha base (eg. NaOMe, NaH, K tert-butylate, etc.) in a solvent (eg. diethylether, toluene, tert-butanol, etc.) by a method similar to that inEuropean Patent 254,426 into its anion and can be converted into theoxime with a suitable nitrosating agent (such as methyl nitrite, amylnitrate, tert-butyl nitrite, etc.). The resulting oximate is alkylatedwith an alkylating agent (eg. an alkyl iodide or dialkyl sulfate).

The same processes can also be applied to the compounds of the formulae2 and 7, and the resulting oxime ethers 5 can be converted in a knownmanner (European Patent 254,426) via the intermediates 6 (L is, forexample, halogen) into the desired compounds I.

In the preparation processes described above, Y--R¹ is usually alkoxy.

The compounds in which YR¹ is OH (11) can be prepared by methods knownfrom the literature (Organikum 16th edition, pages 415 and 622), fromthe compounds of the general formula I where YR¹ is COOAlkyl (10) (cf.Scheme 2): ##STR9##

Alternatively, the nitriles 12 can be converted in a known manner (cf.Organikum 16th edition, page 424 et seq. (1985) into the carboxylicacids 11.

The resulting carboxylic acids 11 can be converted in a conventionalmanner into the acyl chlorides 14 (cf. Organikum 16th edition, page 423et seq. (1985). The conversion of 14 into the amides 15 is effected bymethods similar to that described in Organikum 16th edition, page 412(1985).

The thioesters 13 are obtained from the acyl chlorides 14 (similarly toHouben-Weyl Vol. 8, page 464 et seq. (1952)).

Alternatively, the thioesters 13 can also be prepared from the acids 11(similarly to Houben-Weyl Vol. E5, page 855 et seq. (1985)).

The amides 15 in which R¹ and R⁵ are each H can also be prepared fromthe nitriles 12 by processes known from the literature (cf. Synthesis1980, 243).

The preparation of the compounds of the general formulae 2 and 7 withortho-methyl substitution at the aromatic (R² =H) is known.

(YR¹ =OAlkyl; cf. European Patents 178,826 and 260,832).

The oximes required for the preparation of the compounds of the generalformula I are either known or can be prepared by one of the processesshown in Scheme 3. ##STR10##

Methods for the conversion of 16 or 18 into 17 are described inHouben-Weyl, Vol. 10/4 (1968).

Furthermore, aldoximes 19 can be chlorinated by known methods and can bereacted with, for example, a cyanide to give the derivatives 17 (R⁴ =CN)(cf. M. R. Zimmermann J. f. prakt. Chemie 66 (1902), 359).

The specific derivatives in which R³ is CN and R⁴ is alkoxyalkyl areprepared according to European Patent 74,047, those in which R³ is CNand R⁴ is alkylthioalkyl according to European Patent 150,822 and thosein which R³ is CN and R⁴ is alkyl according to DE 2 304 848.

The method employing Me₃ SiO-NH-SiMe₃ (R. U. Hoffmann and G. A. Buntain,Synthesis 1987, 831) is used for sterically hindered ketones. ##STR11##

The novel compounds of the general formula I as claimed in claim 1 areprepared, for example, by a method in which an oxime of the formula 17is reacted with a substituted benzyl compound 6 in which L is a leavinggroup (eg. chloride, bromide, p-toluenesulfonate, methanesulfonate,triflate or acetate). R¹ -R⁴, X and Y have the abovementioned meanings.

The reactions described can be carried out, for example, in an inertsolvent (eg. acetone, acetonitrile, dimethyl sulfoxide,dimethylformamide, N-methylpyrrolidone or pyridine) with the use of abase (eg. sodium carbonate, potassium carbonate, sodium hydroxide,potassium hydroxide, sodium hydride or sodium methylate).

The reactions can also be carried out in a two-phase system (eg.dichloromethane or water) with the aid of a suitable phase transfercatalyst (eg. cetyltrimethylammonium chloride or benzyltrimethylammoniumchloride).

Another method for the preparation of compounds I (YR¹ =OAlkyl,X=CH--OAlkyl or N--OAlkyl and L=Cl, Br, tosylate or mesylate) isillustrated by Scheme 5: ##STR12##

This synthesis sequence is carried out, as far as compound 22, similarlyto the methods described in European Patent 244,786.

For example, N-hydroxyphthalimide can be converted with a halide orsulfonic ester 6 in the presence of an acid acceptor (eg. triethylamine,potassium carbonate, etc.), in a suitable solvent (eg.N-methylpyrrolidone, dimethylformamide, etc.), into the imidoether 21.

Cleavage to give the O-substituted hydroxylamine can be effected with amineral acid (eg. HCl; cf. Houben-Weyl Vol. 10/1, page 1181 et seq.) orwith a base (for example with hydrazine or ethanolamine).

The conversion of amine 22 to I is carried out in a conventional manner(cf. D. Otzanak, J. C. S. Chem. Commun. 1986, 903).

The Examples and methods which follow are intended to illustrate thepreparation of the novel active ingredients and of the novelintermediates.

Method 1: 3,4-Dichloroacetophenone oxime

12.0 g (0.17 mol) of hydroxylammonium hydrochloride and 18.9 g (0.1 mol)of 3,4-dichloroacetophenone are added to a mixture of 20 ml of H₂ O, 100ml of methanol and 8 g (0.1 mol) of pyridine. Refluxing is carried outfor 1 hour, after which the mixture is acidified with 2N HCl andextracted with 3×100 ml of tert-butyl methyl ether. The organic phase iswashed with water, dried with Na₂ SO₄ and evaporated down. 19.6 g (96%of theory) of crystals of melting point 92° C., which according to ¹H-NMR consist of 90% of trans-oxime, are obtained.

Method 2: 2-Oximino-2-tetrahydropyran-2'-ylacetonitrile

265.4 g (2.05 mol) of tetrahydrofuran-2-carbaldehyde oxime in 2 1 ofdiethyl ether are initially taken at from -55° to -60° C. 153.5 g (2.15mol) of chlorine are then passed in and the temperature is increased to-20° C.; stirring is carried out for 1 hour, the mixture is thenevaporated down in a rotary evaporator at 10° C., the residue is takenup in 1.5 1 of diethyl ether and the solution is stirred overnight inthe absence of light, while cooling with ice. The solution is thenfiltered and the filtrate is added dropwise, while cooling with ice, to147.3 g (2.27 mol) of potassium cyanide in 1 1 of methanol at 10°-15° C.(exothermic). Stirring is carried out for 5 hours at room temperature(20° C.), after which the precipitate is filtered off under suction andwashed twice with diethyl ether. The organic phases are partitionedbetween tert-butyl methyl ether and water and the residue of the etherphases is crystallized from dichloromethane/n-hexane at 0° C.

After filtration under suction and drying, 208 g (66% of theory) of aspectroscopically pure substance of melting point 105°-106° C. remain.

Method 3: 3-Methoxy-3-methyl-2-oximinobutyronitrile

53.6 g (0.46 mol) of 2-methoxy-2-methylpropionaldehyde oxime in ether(about 1M) are initially taken at from -5° to -10° C. 35.8 g (0.5 mol)of chlorine gas are passed in, after which stirring is carried out for 1hour at this temperature and the mixture is then evaporated down at 10°C. and the residue is taken up in diethyl ether. 24.7 g (0.5 mol) ofsodium cyanide in 375 ml of 20:1 methanol/H₂ O are initially taken at10° C. and the above ethereal solution is rapidly added dropwise. After4 hours at room temperature, the mixture is filtered under suction andthe residue is washed with twice 100 ml of methanol. The combinedsolutions are evaporated down and the residue is partitioned betweenmethyl tert-butyl ether and water. Drying the organic phase over Na₂SO₄, evaporating down and crystallizing from dichloromethane/n-hexanegive 41.1 g (63% of theory) of a white powder of melting point 102°-104°C.

Method 4:Methyl 3-methoxy-2-[2'-(phthalimido-oxy)-methyl]-phenylacrylate

10 g (35 mmol) of methyl 3-methoxy-2-(2'-bromomethyl)-phenylacrylate,5.7 g (35 mmol) of hydroxyphthalimide, 3.9 g (38.6 mmol) oftriethylamine and 50 ml of N-methylpyrrolidone are combined and themixture is stirred for 2 hours at 60° C. It is then poured onto icewater, and the residue is filtered off under suction, washed with waterand isopropanol and dried under reduced pressure. 9.0 g (70% of theory)of a crystalline product of melting point 156°-158° C. remain.

¹ H-NMR (CDCl₃) δ=3.60 (s, 3H); 3.75 (s, 3H); 5.12 (s,2H); 7.13 (dbr,1H); 7.35 (m, 2H); 7.62 (s, 1H); 7.7-7.9 (m, 5H)

Method 5: Methyl 3-methoxy-2-(2'-aminooxymethyl)-phenylacrylate

10.0 g (27 mmol) of the product from Method 4 are dissolved in 150 ml ofmethanol and the solution is stirred with 1.4 g (27 mmol) of hydrazinehydrate for 2 hours at room temperature. The precipitate is filtered offunder suction, the mother liquor is evaporated down, the residue isstirred with diethyl ether, the precipitate is filtered off undersuction again and the mother liquor is evaporated down. 6.0 g (92% oftheory) of a yellow oil result (purity according to ¹ H-NMR about 90%).

¹ H-NMR (CDCl₃) δ=3.71 (s, 3H); 3.80 (s, 3H); 4.60 (s, 2H); (5.35 (sbr,2H); 7.0-7.50 (m, 4H); 7.58 (s, 1H).

Method 6: Methyl 2-methoximino-2-(2'-phthalimidooxymethyl)-phenylacetate

2.0 g (7 mmol) of methyl 2-methoximino-2-(2'-bromomethyl)-phenylacetate,1.1 g (7 mmol) of hydroxyphthalimide and 0.8 g (7.7. mmol) oftriethylamine are dissolved in 10 ml of N-methylpyrrolidone and thesolution is stirred for 2 hours at 70° C. For working up, ice water isadded, and the crystals are filtered off under suction, washed withwater and methyl tert-butyl ether and dried.

1.5 g (58% of theory) of crystals of melting point 152°-155° C. remain.

¹ H-NMR (CDCl₃): δ=3.83 (s, 3H); 3.98 (s, 3H); 5.07 (s, 2H); 7.15 (dbr,1H); 7.45 (mc, 2H); 7.60-7.85 (m, 5H)

Method 7: Methyl 2-methoximino-2-(2'-aminooxymethyl)-phenylacetate

15.0 g (41 mmol) of the product from Method 6 are stirred with 2.1 g (42mmol) of hydrazine hydrate in 150 ml of methanol for 2 hours at roomtemperature. The residue is again filtered off under suction, the motherliquor is evaporated down and triturated with diethyl ether, the residueis filtered off under suction and the mother liquor is evaporated down.7.8 g (80% of theory) of an acid-sensitive oil remain.

¹ H-NMR (CDCl₃): δ=3.90 (s, 3H); 4.03 (s, 3H); 4.59 (s, 2H); 5.35 (sbr,2H); 7.15 (dbr, 1H); 7.40 (sbr, 3H)

EXAMPLE 1 Methyl3-methoxy-2-[2'-[1"-(3'",5'"-dichlorophenyl)-1"-methyl]-iminooxymethyl]-phenylacrylate(No. 582, Table I)

0.6 g (25 mmol) of sodium hydride powder in 100 ml of acetonitrile isinitially taken, 5.1 g (25 mmol) of 3,5-dichloroacetophenone oxime areadded and the mixture is refluxed for 1 hour. Thereafter, 9.3 g (33mmol) of methyl 2-(2'-bromomethyl)-phenyl-3-methoxyacrylate in 50continued for a further 4 hours. The mixture is evaporated down underreduced pressure and then partitioned between methyl tert-butyl etherand saturated ammonium chloride solution, the organic phase is washedwith water and the residue obtained by evaporation is crystallized frommethyl butyl ether/n-hexane. 4.6 g (45% of theory) of a substance ofmelting point 87°-88° C. are obtained.

¹ H-NMR (CDCl₃): δ=2.19 (s, 3H); 3.70 (s, 3H); 3.81 (s, 3H); 5.15 (s,2H); 7.08 (m, 1H); 7.17 (m, 3H); 7.50 (m, 3H); 7.58 (s, 1H)

EXAMPLE 2 Methyl3-methoxy-2-[2'-(1"-cyano-(-1"-methoxy-1"-methylethyl)-iminooxymethyl]-phenylacrylate(No. 36, Table I)

3.3 g (23 mmol) of 3-methoxy-3-methyl-2-oximinobutyronitrile, 6.6 g (23mmol) of methyl 2-(2'-bromomethylphenyl)-3-methoxyacrylate and 3.2 g (23mmol) of potassium carbonate in 60 ml of N,N-dimethylformamide arestirred for 15 hours at room temperature. The mixture is then evaporateddown, the residue is taken up in ethyl acetate, the solution is washedwith 3×50 ml of water and the organic phase is dried over sodiumsulfate, evaporated down and chromatographed over silica gel using 40:1toluene/ethyl acetate.

Yield: 7.0 g (88% of theory) of an oil.

IR (film): 1,285, 1,258, 1,189, 1,180, 1,131, 1,111, 1,069, 1,008 cm⁻¹.

EXAMPLE 3 Methyl2-methoximino-2-[2'-(1"-(3'",5'"-dichlorophenyl)-1"-methyl)-iminooxymethyl]-phenylacetate(No. 582, Table II)

0.6 g (25 mmol) of NaH in 50 ml of acetonitrile is initially taken, and5.1 g (25 mmol) of 3,5-dichloroacetophenone oxime are added at roomtemperature. Refluxing is carried out for 1 hour, after which 9.4 g (33mmol) of methyl 2-methoximino-2-(2'-bromomethyl)-phenylacetate in 50 mlof acetonitrile are added dropwise and refluxing is continued for afurther 4 hours. After evaporating down, partitioning the residuebetween water/methyl tert-butyl ether, washing the organic phase withwater, drying the organic phase with sodium sulfate and evaporatingdown, the residue is subjected to column chromatography over silica gelusing methyl tert-butyl ether/hexane. 5.4 g (53% of theory) of crystalsof melting point 95°-97° C. result.

¹ H-NMR (CDCl₃): δ=2.17 (s, 3H); 3.82 (s, 3H); 4.02 (s, 3H); 5.15 (s,2H); 7.20 (dbr, 1H); 7.25-7.55 (m, 6H)

EXAMPLE 4 Methyl3-methoxy-2-[2'-(1"-(4'"-bromophenyl)-1"-methyl)-iminooxymethyl]-phenylacrylate(No. 593, Table I)

2.37 g (10 mmol) of methyl3-methoxy-2-(2'-aminooxymethyl)-phenylacrylate, 1.99 g (10 mmol) of4-bromoacetophenone, 2 ml of water, 0.8 g of pyridine and 10 ml ofmethanol are combined and the mixture is stirred for 24 hours at roomtemperature. The mixture is evaporated down, the residue is partitionedbetween water/methyl tert-butyl ether and the organic phase is washedwith 2N HCl and washed neutral with NaHCO₃ and evaporated down, and theresidue is chromatographed over SiO₂ using methyl tert-butylether/hexane. 2.1 g (51% of theory) of crystals of melting point105°-107° C. result.

¹ H-NMR (CDCl₃): δ=2.22 (s, 3H); 3.70 (s, 3H); 3.80 (s, 3H); 5.15 (s,2H); 7.16 (dbr, 1H); 7.33 (m, 2H); 7.45 (m, 5H); 7.58 (s, 1H)

EXAMPLE 5 Methyl2-methoximino-2-[2'-(1"-(4'"-nitrophenyl)-1"-methyl)-iminooxymethyl]-phenylacetate(No. 614, Table II)

2.38 g (10 mmol) of methyl2-methoximino-2-(2'-aminooxymethyl)-phenylacetate, 1.65 g (10 mmol) of4-nitroacetophenone, 2 ml of water, 0.8 g of pyridine and 10 ml ofmethanol are reacted as in Example 4. 2.1 g (55% of theory) of crystalsof melting point 87°-89° C. are obtained.

¹ H-NMR (CDCl₃): δ=2.22 (s, 3H); 3.81 (s, 3H); 4.02 (s, 3H); 5.18 (s,2H); 7.20 (dd, 1H); 7.4 (m, 3H); 7.75 (dd, 2H); 8.18 (dd, 2H).

EXAMPLE 6 Methyl3-methoxy-2-[2'-(1"-(4'"-chlorophenyl)-iminooxymethyl]-phenylacrylate(No. 95 Table 5)

a) 5.5 g (15 mmol) of methyl3-methoxy-2-[2'-(phthalimidooxy)-methyl]-phenylacrylate (from Method 4)in 100 ml of methanol are initially taken, and 0.75 g (15 mmol) ofhydrazine hydrate is added at room temperature. After 15 minutes at thistemperature, the mixture is evaporated down, the residue is trituratedwith methyl tert-butyl ether and the cleavage product is filtered offunder suction. The mother liquor is evaporated down, the residue istaken up with 50 ml of methanol and 2.1 g (15 mmol) of4-chlorobenzaldehyde in 50 ml of methanol plus 1 drop of pyridine areadded dropwise.

Stirring was carried out overnight at 23° C., after which the productwas filtered off under suction, washed with methanol and dried.

2.9 g (54% of theory) of crystals of melting point 87°-89° C. wereobtained.

¹ H-NMR (CDCl₃): δ=3.66 (s, 3H); 3.80 (s, 3H); 5.13 (s, 2H); 7.17 (m,1H); 7.35 (m, 4H); 7.50 (me, 3H); 7.60 (s, 1H); 8.06 (s, 1H).

b) 50 ml of methanol are slowly added to 1.3 g (55 mmol) of NaH powderunder a nitrogen atmosphere (evolution of hydrogen). 7.8 g (50 mmol) of4-chlorobenzaldehyde oxime in 50 ml of methanol are then added at roomtemperature. Stirring is carried out for half an hour, after which 14.3g (50 mmol) of methyl 3-methoxy-2-(2'-bromomethyl)-phenylacrylate in 50ml of methanol are added dropwise and stirring is carried out at roomtemperature for a further 48 hours. The white residue is filtered offunder suction, washed with methanol and dried. 1.9 g (11% of theory) ofa product of melting point 82°-84° C. are obtained.

EXAMPLE 7 Methyl 2-methoximino-2-(2'-phthalimidooxymethyl)-phenylacetate(No. 1, Table 8)

2.0 g (7 mmol) of methyl2-methoxyimino-2-(2'-bromomethyl)-phenylacetate, 1.1 g (7 mmol) ofhydroxyphthalimide and 0.8 g (7.7 mmol) of triethylamine are dissolvedin 10 ml of N-methylpyrrolidone and the mixture is stirred for 2 hoursat 70° C. Ice water is added and the crystals are filtered off undersuction, washed with water and methyl tert-butyl ether and dried. Thereremain 1.5 g (58% of theory) of crystals of melting point 152°-155° C.

¹ H-NMR (CDCl₃): δ=3.83 (s, 3H); 3.98 (s, 3H); 5.07 (s, 2H); 7.15 (dbr,1H); 7.45 (mc, 2H); 7.60-7.85 (m, 5H).

The compounds listed in Tables I-IX can be prepared in a similar manner.

                                      TABLE I                                     __________________________________________________________________________     ##STR13##                                                                    No.                                                                              R.sup.3     R.sup.4           Data                                         __________________________________________________________________________     1 Cl          Phenyl                                                          2 Cl          Cyano                                                           3 Cl          Ethoxycarbonyl                                                  4 Cl          Cyclopropyl                                                     5 CF.sub.3    CF.sub.3                                                        6 CF.sub.3    Phenyl                                                          7 CCl.sub.3   CCl.sub.3                                                       8 CCl.sub.3   Phenyl                                                          9 CH.sub.2 Cl Phenyl                                                          10                                                                              CF.sub.2 CF.sub.3                                                                         Phenyl                                                          11                                                                              CF.sub.2 Cl Phenyl                                                          12                                                                              CHCl.sub.2  Phenyl                                                          13                                                                              Cyclopropyl Cyclopropyl                                                     14                                                                              Cyclopropyl Phenyl            oil; IR (film): 1190, 1129, 1056, 1032,                                       768                                           15                                                                              Cyclopropyl 4-Fluorophenyl    oil; IR (film): 1508, 1225, 1129, 998,                                        839                                           16                                                                              Cyclopropyl 4-Chlorophenyl    oil; IR (film): 1490, 1129, 1091, 1014,                                       1800                                          17                                                                              Cyclopropyl 4-Methoxyphenyl   oil; IR (film): 1251, 1177, 1129, 1033        18                                                                              Cyclopropyl 4-Ethoxyphenyl                                                  19                                                                              Cyclopropyl 4-Phenoxyphenyl                                                 20                                                                              Cyclopropyl Pentachlorophenyl                                               21                                                                              Cyclopropyl Pentafluorophenyl                                               22                                                                              Cyclopentyl Phenyl                                                          23                                                                              Cyclohexyl  Phenyl                                                          24                                                                              Phenyl      2,2-Dichloro-1-methylcyclopropyl                                25                                                                              Phenyl      2,2-Difluorocyclopropyl                                         26                                                                              Phenyl      2,2-Dichlorocyclopropyl                                         27                                                                              Phenyl      2,2-Dibromocyclopropyl                                          28                                                                              Phenyl      2,2,3,3-Tetrafluorocyclobutyl                                   29                                                                              Phenyl      2,2-Dimethylcyclopropyl                                         30                                                                              Phenyl      1-Methylcyclohexyl                                              31                                                                              CN          Methoxymethyl                                                   32                                                                              CN          Ethoxymethyl                                                    33                                                                              CN          n-Propoxymethyl                                                 34                                                                              CN          iso-Propoxymethyl                                               35                                                                              CN          tert.-Butoxymethyl                                              36                                                                              CN          2-Methoxyprop-2-yl                                                                              oil; IR (film): 1436, 1191, 1131, 1057,                                       1003                                          37                                                                              CN          2-Ethoxyprop-2-yl oil; IR (film): 1191, 1177, 1131, 1095,                                       1010                                          38                                                                              CN          2-n-Propoxyprop-2-yl                                                                            oil; IR (film): 1191, 1175, 1131, 1060,                                       1005                                          39                                                                              CN          2-iso-Propoxyprop-2-yl                                                                          oil; IR (film): 1370, 1191, 1172, 1131,                                       998                                           40                                                                              CN          2-tert.-Butoxyprop-2-yl                                         41                                                                              CN          Methylthiomethyl                                                42                                                                              CN          tert.-Butylthiomethyl                                           43                                                                              CN          2-Methylthioprop-2-yl                                                                           oil; IR (film): 1436, 1191, 1131, 1114,                                       1016, 998                                     44                                                                              CN          2-iso-Propylthioprop-2-yl                                       45                                                                              CN          2-tert.-Butylthioprop-2-yl                                                                      oil; IR (film): 1366, 1191, 1132, 1113,                                       1012, 1000                                    46                                                                              CN          Methyl                                                          47                                                                              CN          Ethyl                                                           48                                                                              CN          n-Propyl                                                        49                                                                              CN          iso-Propyl        oil; IR (film): 1285, 1258, 1189, 1131,                                       1111, 1069, 1008                              50                                                                              CN          n-Butyl                                                         51                                                                              CN          iso-Butyl                                                       52                                                                              CN          sec.-Butyl                                                      53                                                                              CN          tert.-Butyl                                                     54                                                                              CN          n-Hexyl                                                         55                                                                              CN          n-Decyl                                                         56                                                                              CN          Cyclopropyl       oil; IR (film): 1207, 1190, 1130, 1057,                                       1003                                          57                                                                              CN          Cyclohexyl                                                      58                                                                              CN          Phenylthiomethyl                                                59                                                                              CN          2-Phenylthiomethyl                                              60                                                                              CN          2-(2'-Chlorophenylthio)prop-2-yl                                61                                                                              CN          Ethynyl                                                         62                                                                              CN          1-Propynyl                                                      63                                                                              CN          Methoxy                                                         64                                                                              CN          Ethoxy                                                          65                                                                              CN          n-Propoxy                                                       66                                                                              CN          iso-Propoxy                                                     67                                                                              CN          n-Butoxy                                                        68                                                                              CN          iso-Butoxy                                                      69                                                                              CN          sec.-Butoxy                                                     70                                                                              CN          tert.-Butoxy                                                    71                                                                              CN          Methylthio                                                      72                                                                              CN          Ethylthio                                                       73                                                                              CN          n-Propylthio                                                    74                                                                              CN          iso-Propylthio                                                  75                                                                              CN          n-Butylthio                                                     76                                                                              CN          iso-Butylthio                                                   77                                                                              CN          sec.-Butylthio                                                  78                                                                              CN          tert.-Butylthio                                                 79                                                                              CN          Benzylthio                                                      80                                                                              CN          Trifluoromethoxy                                                81                                                                              CN          Cyano                                                           82                                                                              CN          Amino                                                           83                                                                              CN          Methylamino                                                     84                                                                              CN          Dimethylamino                                                   85                                                                              CN          Ethylamino                                                      86                                                                              CN          Diethylamino                                                    87                                                                              CN          Di-n-Propylamino                                                88                                                                              CN          Di-iso-Propylamino                                              89                                                                              CN          Di-n-Butylamino                                                 90                                                                              CN          Di-iso-Butylamino                                               91                                                                              CN          Acetyl                                                          92                                                                              CN          Propion-1-yl                                                    93                                                                              CN          Butyr-1-yl                                                      94                                                                              CN          iso-Butyr-1-yl                                                  95                                                                              CN          Pivaloyl                                                        96                                                                              CN          Benzoyl                                                         97                                                                              CN          4-Chlorobenzoyl                                                 98                                                                              CN          Benzylcarbonyl                                                  99                                                                              CN          Methoxycarbonyl                                                100                                                                              CN          Ethoxycarbonyl                                                 101                                                                              CN          n-Propoxycarbonyl                                              102                                                                              CN          iso-Propoxycarbonyl                                            103                                                                              CN          n-Butoxycarbonyl                                               104                                                                              CN          iso-Butoxycarbonyl                                             105                                                                              CN          sec.-Butoxycarbonyl                                            106                                                                              CN          tert.-Butoxycarbonyl                                           107                                                                              CN          n-Hexoxycarbonyl                                               108                                                                              CN          Phenoxycarbonyl                                                109                                                                              CN          4-Chlorophenoxycarbonyl                                        110                                                                              CN          Benzyloxycarbonyl                                              111                                                                              CN          Aminocarbonyl                                                  112                                                                              CN          Dimethylaminocarbonyl                                          113                                                                              CN          Diethylaminocarbonyl                                           114                                                                              CN          Di-iso-Propylaminocarbonyl                                     115                                                                              CN          Phenylaminocarbonyl                                            116                                                                              CN          N-Methyl-N-Phenylaminocarbonyl                                 117                                                                              CN          Phenyl            oil; IR (film): 1245, 1127, 1024, 1015,                                       767, 750                                     118                                                                              CN          2-Fluorophenyl                                                 119                                                                              CN          3-Fluorophenyl                                                 120                                                                              CN          4-Fluorophenyl                                                 121                                                                              CN          Pentafluorophenyl                                              122                                                                              CN          2-Chlorophenyl                                                 123                                                                              CN          3-Chlorophenyl                                                 124                                                                              CN          4-Chlorophenyl                                                 125                                                                              CN          Pentachlorophenyl                                              126                                                                              CN          2,3-Dichlorophenyl                                             127                                                                              CN          2,4-Dichlorophenyl                                             128                                                                              CN          2,5-Dichlorophenyl                                             129                                                                              CN          2,6-Dichlorophenyl                                             130                                                                              CN          3,4-Dichlorophenyl                                             131                                                                              CN          3,5-Dichlorophenyl                                             132                                                                              CN          2,3,4-Trichlorophenyl                                          133                                                                              CN          2,3,5-Trichlorophenyl                                          134                                                                              CN          2,3,6-Trichlorophenyl                                          135                                                                              CN          2,4,5-Trichlorophenyl                                          136                                                                              CN          2,4,6-Trichlorophenyl                                          137                                                                              CN          3,4,5-Trichlorophenyl                                          138                                                                              CN          2,3,4,6-Tetrachlorophenyl                                      139                                                                              CN          2,3,5,6-Tetrachlorophenyl                                      140                                                                              CN          2-Bromophenyl                                                  141                                                                              CN          3-Bromophenyl                                                  142                                                                              CN          4-Bromophenyl                                                  143                                                                              CN          2,4-Dibromophenyl                                              144                                                                              CN          3-Bromo-4-fluorophenyl                                         145                                                                              CN          3-Bromo-4-methoxyphenyl                                        146                                                                              CN          2-Iodophenyl                                                   147                                                                              CN          3-Iodophenyl                                                   148                                                                              CN          4-Iodophenyl                                                   149                                                                              CN          2-Chloro-4-fluorophenyl                                        150                                                                              CN          2-Chloro-5-fluorophenyl                                        151                                                                              CN          2-Chloro-6-fluorophenyl                                        152                                                                              CN          2-Chloro-4-bromophenyl                                         153                                                                              CN          2-Bromo-4-chlorophenyl                                         154                                                                              CN          2-Bromo-4-fluorophenyl                                         155                                                                              CN          3-Bromo-4-chlorophenyl                                         156                                                                              CN          3-Chloro-4-fluorophenyl                                        157                                                                              CN          3-Fluoro-4-chlorophenyl                                        158                                                                              CN          2-Cyanophenyl                                                  159                                                                              CN          3-Cyanophenyl                                                  160                                                                              CN          4-Cyanophenyl                                                  161                                                                              CN          2-Nitrophenyl                                                  162                                                                              CN          3-Nitrophenyl                                                  163                                                                              CN          4-Nitrophenyl                                                  164                                                                              CN          2-Methylphenyl                                                 165                                                                              CN          3-Methylphenyl                                                 166                                                                              CN          4-Methylphenyl                                                 167                                                                              CN          2,4-Dimethylphenyl                                             168                                                                              CN          2,6-Dimethylphenyl                                             169                                                                              CN          3,4-Dimethylphenyl                                             170                                                                              CN          3,5-Dimethylphenyl                                             171                                                                              CN          2,3,4-Trimethylphenyl                                          172                                                                              CN          2,3,5-Trimethylphenyl                                          173                                                                              CN          2,3,6-Trimethylphenyl                                          174                                                                              CN          2,4,5-Trimethylphenyl                                          175                                                                              CN          2,4,6-Trimethylphenyl                                          176                                                                              CN          3,4,5-Trimethylphenyl                                          177                                                                              CN          Pentamethylphenyl                                              178                                                                              CN          2-Ethylphenyl                                                  179                                                                              CN          3-Ethylphenyl                                                  180                                                                              CN          4-Ethylphenyl                                                  181                                                                              CN          3,5-Diethylphenyl                                              182                                                                              CN          2-n-Propylphenyl                                               183                                                                              CN          3-n-Propylphenyl                                               184                                                                              CN          4-n-Propylphenyl                                               185                                                                              CN          2-iso-Propylphenyl                                             186                                                                              CN          3-iso-Propylphenyl                                             187                                                                              CN          4-iso-Propylphenyl                                             188                                                                              CN          2,4-Di-iso-Propylphenyl                                        189                                                                              CN          3,5-Di-iso-Propylphenyl                                        190                                                                              CN          4-n-Butylphenyl                                                191                                                                              CN          4-sec.-Butylphenyl                                             192                                                                              CN          4-iso-Butylphenyl                                              193                                                                              CN          4-tert.-Butylphenyl                                            194                                                                              CN          3-tert.-Butylphenyl                                            195                                                                              CN          2-tert.-Butylphenyl                                            196                                                                              CN          2,4-Di-tert.-Butylphenyl                                       197                                                                              CN          3,5-Di-tert.-Butylphenyl                                       198                                                                              CN          4-n-Hexylphenyl                                                199                                                                              CN          4-n-Dodecylphenyl                                              200                                                                              CN          2-Methyl-4-tert.-Butylphenyl                                   201                                                                              CN          2-Methyl-6-tert.-Butylphenyl                                   202                                                                              CN          2-Methyl-4-iso-Propylphenyl                                    203                                                                              CN          2-Methyl-4-Cyclohexylphenyl                                    204                                                                              CN          2-Methyl-4-Phenylphenyl                                        205                                                                              CN          2-Methyl-4-Benzylphenyl                                        206                                                                              CN          2-Methyl-4-Phenoxyphenyl                                       207                                                                              CN          2-Methyl-4-Benzyloxyphenyl                                     208                                                                              CN          2-Methyl-3-Chlorophenyl                                        209                                                                              CN          2-Methyl-4-Chlorophenyl                                        210                                                                              CN          2-Methyl-5-Chlorophenyl                                        211                                                                              CN          2-Methyl-6-Chlorophenyl                                        212                                                                              CN          2-Methyl-4-Fluorophenyl                                        213                                                                              CN          2-Methyl-3-Bromophenyl                                         214                                                                              CN          2-Methyl-4-Bromophenyl                                         215                                                                              CN          2-Methyl-3-Methoxyphenyl                                       216                                                                              CN          2-Methyl-4-Methoxyphenyl                                       217                                                                              CN          2-Methyl-5-methoxyphenyl                                       218                                                                              CN          2-Methyl-6-methoxyphenyl                                       219                                                                              CN          2-Methyl-4-iso-Propoxyphenyl                                   220                                                                              CN          2-Methyl-2,5-dimethoxyphenyl                                   221                                                                              CN          2-Methoxyphenyl                                                222                                                                              CN          3-Methoxyphenyl                                                223                                                                              CN          4-Methoxyphenyl                                                224                                                                              CN          2,3-Dimethoxyphenyl                                            225                                                                              CN          2,4-Dimethoxyphenyl                                            226                                                                              CN          2,5-Dimethoxyphenyl                                            227                                                                              CN          2,6-Dimethoxyphenyl                                            228                                                                              CN          3,4-Dimethoxyphenyl                                            229                                                                              CN          3,5-Dimethoxyphenyl                                            230                                                                              CN          3,6-Dimethoxyphenyl                                            231                                                                              CN          2,3,4-Trimethoxyphenyl                                         232                                                                              CN          2,3,5-Trimethoxyphenyl                                         233                                                                              CN          2,3,6-Trimethoxyphenyl                                         234                                                                              CN          2,4,5-Trimethoxyphenyl                                         235                                                                              CN          2,4,6-Trimethoxyphenyl                                         236                                                                              CN          3,4,5-Trimethoxyphenyl                                         237                                                                              CN          2-Ethoxyphenyl                                                 238                                                                              CN          3-Ethoxyphenyl                                                 239                                                                              CN          4-Ethoxyphenyl                                                 240                                                                              CN          2-iso-Propoxyphenyl                                            241                                                                              CN          3-iso-Propoxyphenyl                                            242                                                                              CN          4-iso-Propoxyphenyl                                            243                                                                              CN          3-tert.-Butoxyphenyl                                           244                                                                              CN          4-tert.-Butoxyphenyl                                           245                                                                              CN          2-Trifluoromethoxyphenyl                                       246                                                                              CN          3-Trifluoromethoxyphenyl                                       247                                                                              CN          4-Trifluoromethoxyphenyl                                       248                                                                              CN          3-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                        249                                                                              CN          4-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                        250                                                                              CN          2-Chloromethylphenyl                                           251                                                                              CN          3-Chloromethylphenyl                                           252                                                                              CN          4-Chloromethylphenyl                                           253                                                                              CN          2-Trifluoromethylphenyl                                        254                                                                              CN          3-Trifluoromethylphenyl                                        255                                                                              CN          4-Trifluoromethylphenyl                                        256                                                                              CN          2-(Methoxyiminomethyl)phenyl                                   257                                                                              CN          3-(Methoxyiminomethyl)phenyl                                   258                                                                              CN          4-(Methoxyiminomethyl)phenyl                                   259                                                                              CN          2-(Ethoxyiminomethyl)phenyl                                    260                                                                              CN          3-(Ethoxyiminomethyl)phenyl                                    261                                                                              CN          4-(Ethoxyiminomethyl)phenyl                                    262                                                                              CN          2-(n-Propoxyiminomethyl)phenyl                                 263                                                                              CN          3-(n-Propoxyiminomethyl)phenyl                                 264                                                                              CN          4-(n-Propoxyiminomethyl)phenyl                                 265                                                                              CN          2-(iso-Propoxyiminomethyl)phenyl                               266                                                                              CN          3-(iso-Propoxyiminomethyl)phenyl                               267                                                                              CN          4-(iso-Propoxyiminomethyl)phenyl                               268                                                                              CN          2-(n-Butoxyiminomethyl)phenyl                                  269                                                                              CN          3-(n-Butoxyiminomethyl)phenyl                                  270                                                                              CN          4-(n-Butoxyiminomethyl)phenyl                                  271                                                                              CN          2-(iso-Butoxyiminomethyl)phenyl                                272                                                                              CN          3-(iso-Butoxyiminomethyl)phenyl                                273                                                                              CN          4-(iso-Butoxyiminomethyl)phenyl                                274                                                                              CN          2-(tert.-Butoxyiminomethyl)phenyl                              275                                                                              CN          3-(tert.-Butoxyiminomethyl)phenyl                              276                                                                              CN          4-(tert.-Butoxyiminomethyl)phenyl                              277                                                                              CN          2-(n-Pentoxyiminomethyl)phenyl                                 278                                                                              CN          3-(n-Pentoxyiminomethyl)phenyl                                 279                                                                              CN          4-(n-Pentoxyiminomethyl)phenyl                                 280                                                                              CN          2-(n-Hexoxyiminomethyl)phenyl                                  281                                                                              CN          3-(n-Hexoxyiminomethyl)phenyl                                  282                                                                              CN          4-(n-Hexoxyiminomethyl)phenyl                                  283                                                                              CN          2-(Allyloxyiminomethyl)phenyl                                  284                                                                              CN          3-(Allyloxyiminomethyl)phenyl                                  285                                                                              CN          4-(Allyloxyiminomethyl)phenyl                                  286                                                                              CN          2-(Benzyloxyiminomethyl)phenyl                                 287                                                                              CN          3-(Benzyloxyiminomethyl)phenyl                                 288                                                                              CN          4-(Benzyloxyiminomethyl)phenyl                                 289                                                                              CN          2-(Methoxyimino-1'-ethyl)phenyl                                290                                                                              CN          3-(Methoxyimino-1'-ethyl)phenyl                                291                                                                              CN          4-(Methoxyimino-1'-ethyl)phenyl                                292                                                                              CN          2-(Ethoxyimino-1'-ethyl)phenyl                                 293                                                                              CN          3-(Ethoxyimino-1'-ethyl)phenyl                                 294                                                                              CN          4-(Ethoxyimino-1'-ethyl)phenyl                                 295                                                                              CN          2-(n-Propoxyimino-1'-ethyl)phenyl                              296                                                                              CN          3-(n-Propoxyimino-1'-ethyl)phenyl                              297                                                                              CN          4-(n-Propoxyimino-1'-ethyl)phenyl                              298                                                                              CN          2-(n-Butoxyamino-1'-ethyl)phenyl                               299                                                                              CN          3-(n-Butoxyamino-1'-ethyl)phenyl                               300                                                                              CN          4-(n-Butoxyamino-1'-ethyl)phenyl                               301                                                                              CN          2-(n-Pentoxyimino-1'-ethyl)phenyl                              302                                                                              CN          3-(n-Pentoxyimino-1'-ethyl)phenyl                              303                                                                              CN          4-(n-Pentoxyimino-1'-ethyl)phenyl                              304                                                                              CN          2-(n-Hexoxyimino-1'-ethyl)phenyl                               305                                                                              CN          3-(n-Hexoxyimino-1'-ethyl)phenyl                               306                                                                              CN          4-(n-Hexoxyimino-1'-ethyl)phenyl                               307                                                                              CN          2-(Allyloxyimino-1'-ethyl)phenyl                               308                                                                              CN          3-(Allyloxyimino-1'-ethyl)phenyl                               309                                                                              CN          4-(Allyloxyimino-1'-ethyl)phenyl                               310                                                                              CN          2-(Benzyloxyimino-1'-ethyl)phenyl                              311                                                                              CN          3-(Benzyloxyimino-1'-ethyl)phenyl                              312                                                                              CN          4-(Benzyloxyimino-1'-ethyl)phenyl                              313                                                                              CN          2-Phenylphenyl                                                 314                                                                              CN          3-Phenylphenyl                                                 315                                                                              CN          4-Phenylphenyl                                                 316                                                                              CN          2-Phenoxyphenyl                                                317                                                                              CN          3-Phenoxyphenyl                                                318                                                                              CN          4-Phenoxyphenyl                                                319                                                                              CN          2-Benzyloxyphenyl                                              320                                                                              CN          3-Benzyloxyphenyl                                              321                                                                              CN          4-Benzyloxyphenyl                                              322                                                                              CN          4-(Imidazol-1'-yl)phenyl                                       323                                                                              CN          4-(Piperazin-1'-yl)phenyl                                      324                                                                              CN          4-(Morpholin-1'-yl)phenyl                                      325                                                                              CN          4-(Piperidin-1'-yl)phenyl                                      326                                                                              CN          4-(Pyridyl-2'-oxy)phenyl                                       327                                                                              CN          2-Cyclopropylphenyl                                            328                                                                              CN          3-Cyclopropylphenyl                                            329                                                                              CN          4-Cyclopropylphenyl                                            330                                                                              CN          3-Cyclohexylphenyl                                             331                                                                              CN          4-Cyclohexylphenyl                                             332                                                                              CN          4-Oxiranylphenyl                                               333                                                                              CN          4-(1',3'-Dioxan-2'-yl)phenyl                                   334                                                                              CN          4-(Tetrahydropyran-2-yloxy)phenyl                              335                                                                              CN          1-Naphthyl                                                     336                                                                              CN          2-Naphthyl                                                     337                                                                              CN          9-Anthryl                                                      338                                                                              CN          1-Naphtoxy                                                     339                                                                              CN          2-Naphtoxy                                                     340                                                                              CN          9-Anthroxy                                                     341                                                                              CN          Phenoxy                                                        342                                                                              CN          2-Chlorophenoxy                                                343                                                                              CN          3-Chlorophenoxy                                                344                                                                              CN          4-Chlorophenoxy                                                345                                                                              CN          4-Methylphenoxy                                                346                                                                              CN          4-tert.-Butylphenoxy                                           347                                                                              CN          4-Methoxyphenoxy                                               348                                                                              CN          4-Ethoxyphenoxy                                                349                                                                              CN          4-tert.-Butoxyphenoxy                                          350                                                                              CN          Phenylthio                                                     351                                                                              CN          2-Chlorophenylthio                                             352                                                                              CN          4-Chlorophenylthio                                             353                                                                              CN          Benzyl                                                         354                                                                              CN          2-Methylbenzyl                                                 355                                                                              CN          3-Methylbenzyl                                                 356                                                                              CN          4-Methylbenzyl                                                 357                                                                              CN          4-tert.-Butylbenzyl                                            358                                                                              CN          2-Chlorobenzyl                                                 359                                                                              CN          3-Chlorobenzyl                                                 360                                                                              CN          4-Chlorobenzyl                                                 361                                                                              CN          2,4-Dichlorobenzyl                                             362                                                                              CN          2,6-Dichlorobenzyl                                             363                                                                              CN          2,4,6-Trichlorobenzyl                                          364                                                                              CN          2-Trifluoromethylbenzyl                                        365                                                                              CN          3-Trifluoromethylbenzyl                                        366                                                                              CN          4-Trifluoromethylbenzyl                                        367                                                                              CN          2-Methoxybenzyl                                                368                                                                              CN          4-Methoxybenzyl                                                369                                                                              CN          4-tert.-Butoxybenzyl                                           370                                                                              CN          4-Phenoxybenzyl                                                371                                                                              CN          1-Phenethyl                                                    372                                                                              CN          2-Phenethyl                                                    373                                                                              CN          1-Phenylpropyl                                                 374                                                                              CN          2-Phenylpropyl                                                 375                                                                              CN          3-Phenylpropyl                                                 376                                                                              CN          2-Methyl-2-phenylpropyl                                        377                                                                              CN          2-Methyl-3-phenylpropyl                                        378                                                                              CN          4-Phenylbutyl                                                  379                                                                              CN          2-Phenyl-1-ethenyl                                             380                                                                              CN          1-Phenyl-1-ethenyl                                             381                                                                              CN          1-Phenyl-1-propenyl                                            382                                                                              CN          1-Phenyl-1-propen-2-yl                                         383                                                                              CN          2,2-Diphenylethenyl                                            384                                                                              CN          Phenoxymethyl                                                  385                                                                              CN          2-Pyridyl                                                      386                                                                              CN          3-Pyridyl                                                      387                                                                              CN          4-Pyridyl                                                      388                                                                              CN          2,6-Pyrimidinyl                                                389                                                                              CN          1,5-Pyrimidinyl                                                390                                                                              CN          2-Thienyl                                                      391                                                                              CN          3-Thienyl                                                      392                                                                              CN          2-Furyl                                                        393                                                                              CN          3-Furyl                                                        394                                                                              CN          1-Pyrrolyl                                                     395                                                                              CN          1-Imidazolyl                                                   396                                                                              CN          1,2,4-Triazolyl                                                397                                                                              CN          1,3,4-Triazolyl                                                398                                                                              CN          4-Thiazolyl                                                    399                                                                              CN          2-Benzothiazolyl                                               400                                                                              CN          2-Pyridyloxy                                                   401                                                                              CN          2-Pyrimidinyloxy                                               402                                                                              CN          2-Pyridylthio                                                  403                                                                              CN          2-Pyrimidinylthio                                              404                                                                              CN          2-Benzothiazolylthio                                           405                                                                              CN          Phenylthiomethyl                                               406                                                                              CN          2-Pyridylmethyl                                                407                                                                              CN          3-Pyridylmethyl                                                408                                                                              CN          Furfuryloxy                                                    409                                                                              CN          Thienylmethoxy                                                 410                                                                              CN          3-Isoxazolylmethoxy                                            411                                                                              CN          2-Oxazolylmethoxy                                              412                                                                              CN          2-Pyridylmethoxy                                               413                                                                              CN          2'-Furyl-2-ethenyl                                             414                                                                              CN          2'-Thienyl-2-ethenyl                                           415                                                                              CN          3'-Pyridyl-2-ethenyl                                           416                                                                              CN          Oxiranyl                                                       417                                                                              CN          1-Aziridinyl                                                   418                                                                              CN          1-Azetidinyl                                                   419                                                                              CN          1-Pyrrolidinyl                                                 420                                                                              CN          2-Tetrahydrofuryl                                              421                                                                              CN          2-Tetrahydropyranyl                                            422                                                                              CN          3-Tetrahydropyranyl                                            423                                                                              CN          1-Piperidinyl                                                  424                                                                              CN          1-Morpholinyl                                                  425                                                                              CN          1-Piperazinyl                                                  426                                                                              CN          1,3-Dioxan-2-yl                                                427                                                                              CN          3-Tetrahydrothiopyranyl                                        428                                                                              CN          2-Dihydropyranyloxy                                            429                                                                              CN          2-Tetrahydropyranyloxy                                                                          oil; IR (film): 12051131, 1087, 1047,                                         1004                                         430                                                                              CN          (CH.sub.2).sub.4                                               431                                                                              CN          (CH.sub.2).sub.5                                               432                                                                              CN          (CH.sub.2).sub.6                                               433                                                                              CN                                                                         434                                                                              CN                                                                         435                                                                              CN                                                                                         ##STR14##                                                     436                                                                              CN                                                                                         ##STR15##                                                     437                                                                              CN                                                                                         ##STR16##                                                     438                                                                              CN                                                                                         ##STR17##                                                     439                                                                              CN                                                                                         ##STR18##                                                     440                                                                              CN                                                                                         ##STR19##                                                     441                                                                              CN          CF.sub.3                                                       442                                                                              CN          2-Fluoroethyl                                                  443                                                                              CN          2,2,2-Trifluoroethyl                                           444                                                                              CN          Pentafluoroethyl                                               445                                                                              CN          Chloromethyl                                                   446                                                                              CN          Dichloromethyl                                                 447                                                                              CN          Trichloromethyl                                                448                                                                              CN          2-Chloroethyl                                                  449                                                                              CN          2,2,2-Trichloroethyl                                           450                                                                              CN          Pentachloroethyl                                               451                                                                              CN          Cyclopropyl                                                    452                                                                              CN          Cyclobutyl                                                     453                                                                              CN          Cyclopentyl                                                    454                                                                              CN          Cyclohexyl                                                     455                                                                              CN          1-Methylcyclopropyl                                            456                                                                              CN          2,2-Dimethylcyclopropyl                                        457                                                                              CN          1-Methylcyclohexyl                                             458                                                                              CN          2,2-Difluorocyclopropyl                                        459                                                                              CN          2,2-Dichlorocyclopropyl                                        460                                                                              CN          2,2-Dibromocyclopropyl                                         461                                                                              CN          2,2-Dichloro-3-methylcyclopropyl                               462                                                                              CN          2,2,3,3-Tetrafluorocyclobutyl                                  463                                                                              CN          Ethenyl                                                        464                                                                              CN          1-Propenyl                                                     465                                                                              CN          2-Methyl-1-propenyl                                            466                                                                              CN          4-Methylpent-3-en-1-yl                                         467                                                                              CN          2-Propenyl                                                     468                                                                              CN          2-Butenyl                                                      469                                                                              CN          1-Methyl-2-propenyl                                            470                                                                              CN          3-Methyl-2-butenyl                                             471                                                                              CN          2,2-Difluoroethenyl                                            472                                                                              CN          2,2-Dichloroethenyl                                            473                                                                              CN          3,3,3-Trifluoropropenyl                                        474                                                                              CN          3,3,3-Trichloropropenyl                                        475                                                                              CN          3-Chloro-2-propenyl                                            476                                                                              CN          Cyclopent-1-enyl                                               477                                                                              CN          Cyclopentadienyl                                               478                                                                              CN          Cyclohex-1-enyl                                                479                                                                              CN          Pentafluorocyclopentadienyl                                    480                                                                              CN          Pentachlorocyclopentadienyl                                    481                                                                              CN          Styryl                                                         482                                                                              CH.sub.3    Methoxymethyl                                                  483                                                                              CH.sub.3    Ethoxymethyl                                                   484                                                                              CH.sub.3    n-Propoxymethyl                                                485                                                                              CH.sub.3    iso-Propoxymethyl                                              486                                                                              CH.sub.3    tert.-Butoxymethyl                                             487                                                                              CH.sub.3    2-Methoxyprop-2-yl                                             488                                                                              CH.sub.3    2-Ethoxyprop-2-yl                                              489                                                                              CH.sub.3    2-n-Propoxyprop-2-yl                                           490                                                                              CH.sub.3    2-iso-Propoxyprop-2-yl                                         491                                                                              CH.sub.3    2-tert.-Butoxyprop-2-yl                                        492                                                                              CH.sub.3    Methylthiomethyl                                               493                                                                              CH.sub.3    tert.-Butylthiomethyl                                          494                                                                              CH.sub.3    2-Methylthioprop-2-yl                                          495                                                                              CH.sub.3    2-iso-Propylthioprop-2-yl                                      496                                                                              CH.sub.3    2-tert.-Butylthioprop-2-yl                                     497                                                                              CH.sub.3    Methyl                                                         498                                                                              CH.sub.3    Ethyl                                                          499                                                                              CH.sub.3    n-Propyl                                                       500                                                                              CH.sub.3    iso-Propyl                                                     501                                                                              CH.sub.3    n-Butyl                                                        502                                                                              CH.sub.3    iso-Butyl                                                      503                                                                              CH.sub.3    sec.-Butyl                                                     504                                                                              CH.sub.3    tert.-Butyl                                                    505                                                                              CH.sub.3    n-Hexyl                                                        506                                                                              CH.sub.3    n-Decyl                                                        507                                                                              CH.sub.3    Cyclopropyl                                                    508                                                                              CH.sub.3    Cyclohexyl                                                     509                                                                              CH.sub.3    Phenylthiomethyl                                               510                                                                              CH.sub.3    2-Phenylthiomethyl                                             511                                                                              CH.sub.3    2-(2'-Chlorophenylthio)prop-2-yl                               512                                                                              CH.sub.3    Ethynyl                                                        513                                                                              CH.sub.3    1-Propynyl                                                     514                                                                              CH.sub.3    Methoxy                                                        515                                                                              CH.sub.3    Ethoxy                                                         516                                                                              CH.sub.3    n-Propoxy                                                      517                                                                              CH.sub.3    iso-Propoxy                                                    518                                                                              CH.sub.3    n-Butoxy                                                       519                                                                              CH.sub.3    iso-Butoxy                                                     520                                                                              CH.sub.3    sec.-Butoxy                                                    521                                                                              CH.sub.3    tert.-Butoxy                                                   522                                                                              CH.sub.3    Methylthio                                                     523                                                                              CH.sub.3    Ethylthio                                                      524                                                                              CH.sub.3    n-Propylthio                                                   525                                                                              CH.sub.3    iso-Propylthio                                                 526                                                                              CH.sub.3    n-Butylthio                                                    527                                                                              CH.sub.3    iso-Butylthio                                                  528                                                                              CH.sub.3    sec.-Butylthio                                                 529                                                                              CH.sub.3    tert.-Butylthio                                                530                                                                              CH.sub.3    Benzylthio                                                     531                                                                              CH.sub.3    Trifluoromethoxy                                               532                                                                              CH.sub.3    Cyano                                                          533                                                                              CH.sub.3    Amino                                                          534                                                                              CH.sub.3    Methylamino                                                    535                                                                              CH.sub.3    Dimethylamino                                                  536                                                                              CH.sub.3    Ethylamino                                                     537                                                                              CH.sub.3    Diethylamino                                                   538                                                                              CH.sub.3    Di-n-Propylamino                                               539                                                                              CH.sub.3    Di-iso-Propylamino                                             540                                                                              CH.sub.3    Di-n-Butylamino                                                541                                                                              CH.sub.3    Di-iso-Butylamino                                              542                                                                              CH.sub.3    Acetyl                                                         543                                                                              CH.sub.3    Propion-1-yl                                                   544                                                                              CH.sub.3    Butyr-1-yl                                                     545                                                                              CH.sub.3    iso-Butyr-1-yl                                                 546                                                                              CH.sub.3    Pivaloyl                                                       547                                                                              CH.sub.3    Benzoyl                                                        548                                                                              CH.sub.3    4-Chlorobenzoyl                                                549                                                                              CH.sub.3    Benzylcarbonyl                                                 550                                                                              CH.sub.3    Methoxycarbonyl                                                551                                                                              CH.sub.3    Ethoxycarbonyl                                                 552                                                                              CH.sub.3    n-Propoxycarbonyl                                              553                                                                              CH.sub.3    iso-Propoxycarbonyl                                            554                                                                              CH.sub.3    n-Butoxycarbonyl                                               555                                                                              CH.sub.3    iso-Butoxycarbonyl                                             556                                                                              CH.sub.3    sec.-Butoxycarbonyl                                            557                                                                              CH.sub.3    tert.-Butoxycarbonyl                                           558                                                                              CH.sub.3    n-Hexoxycarbonyl                                               559                                                                              CH.sub.3    Phenoxycarbonyl                                                560                                                                              CH.sub.3    4-Chlorophenoxycarbonyl                                        561                                                                              CH.sub.3    Benzyloxycarbonyl                                              562                                                                              CH.sub.3    Aminocarbonyl                                                  563                                                                              CH.sub.3    Dimethylaminocarbonyl                                          564                                                                              CH.sub.3    Diethylaminocarbonyl                                           565                                                                              CH.sub.3    Di-iso-Propylaminocarbonyl                                     566                                                                              CH.sub.3    Phenylaminocarbonyl                                            567                                                                              CH.sub.3    N-Methyl-N-Phenylaminocarbonyl                                 568                                                                              CH.sub.3    Phenyl                                                         569                                                                              CH.sub.3    2-Fluorophenyl    oil; IR (film): 1708, 1634, 1257, 1129,                                       761                                          570                                                                              CH.sub.3    3-Fluorophenyl                                                 571                                                                              CH.sub.3    4-Fluorophenyl    m.p.: 67-68° C.;                                                       IR (KBr): 1691, 1629, 1295, 1253, 1132,                                       1037, 848                                    572                                                                              CH.sub.3    Pentafluorophenyl                                              573                                                                              CH.sub.3    2-Chlorophenyl    oil.: --                                     574                                                                              CH.sub.3    3-Chlorophenyl                                                 575                                                                              CH.sub.3    4-Chlorophenyl                                                 576                                                                              CH.sub.3    Pentachlorophenyl                                              577                                                                              CH.sub.3    2,3-Dichlorophenyl                                             578                                                                              CH.sub.3    2,4-Dichlorophenyl                                                                              oil; IR (film): 1708, 1634, 1256, 1129       579                                                                              CH.sub.3    2,5-Dichlorophenyl                                                                              m.p.: 80-2° C.;                                                        IR; (KBr): 1704, 1634, 1250, 1132, 934,                                       766                                          580                                                                              CH.sub.3    2,6-Dichlorophenyl                                             581                                                                              CH.sub.3    3,4-Dichlorophenyl                                             582                                                                              CH.sub.3    3,5-Dichlorophenyl                                                                              m.p.: 87-88° C.;                                                       IR (KBr): 1699, 1303, 1071, 1015, 932,                                        835                                          583                                                                              CH.sub.3    2,3,4-Trichlorophenyl                                                                           oil; IR (film): 1709, 1627, 1257, 1131,                                       1109                                         584                                                                              CH.sub.3    2,3,5-Trichlorophenyl                                          585                                                                              CH.sub.3    2,3,6-Trichlorophenyl                                          586                                                                              CH.sub.3    2,4,5-Trichlorophenyl                                          587                                                                              CH.sub.3    2,4,6-Trichlorophenyl                                          588                                                                              CH.sub.3    3,4,5-Trichlorophenyl                                          589                                                                              CH.sub.3    2,3,4,6-Tetrachlorophenyl                                      590                                                                              CH.sub.3    2,3,5,6-Tetrachlorophenyl                                      591                                                                              CH.sub.3    2-Bromophenyl                                                  592                                                                              CH.sub.3    3-Bromophenyl     m.p.: 60-2° C.;                                                        IR (KBr): 1708, 1635, 1253, 1129, 1113,                                       933, 773                                     593                                                                              CH.sub.3    4-Bromophenyl     m.p.: 104-6° C.;                                                       IR (KBr): 1694, 1620.1296.1264, 1035,                                         938                                          594                                                                              CH.sub.3    2,4-Dibromophenyl                                              595                                                                              CH.sub.3    3-Bromo-4-Fluorophenyl                                         596                                                                              CH.sub.3    3-Bromo-4-Methoxyphenyl                                        597                                                                              CH.sub.3    2-Iodophenyl                                                   598                                                                              CH.sub.3    3-Iodophenyl                                                   599                                                                              CH.sub.3    4-Iodophenyl                                                   600                                                                              CH.sub.3    2-Chloro-4-fluorophenyl                                        601                                                                              CH.sub.3    2-Chloro-5-fluorophenyl                                        602                                                                              CH.sub.3    2-Chloro-6-fluorophenyl                                        603                                                                              CH.sub.3    2-Chloro-4-bromophenyl                                         604                                                                              CH.sub.3    2-Bromo-4-chlorophenyl                                         605                                                                              CH.sub.3    2-Bromo-4-fluorophenyl                                         606                                                                              CH.sub.3    3-Bromo-4-chlorophenyl                                         607                                                                              CH.sub.3    3-Chloro-4-fluorophenyl                                        608                                                                              CH.sub.3    3-Fluoro-4-chlorophenyl                                        609                                                                              CH.sub.3    2-Cyanophenyl                                                  610                                                                              CH.sub.3    3-Cyanophenyl                                                  611                                                                              CH.sub. 3   4-Cyanophenyl                                                  612                                                                              CH.sub.3    2-Nitrophenyl                                                  613                                                                              CH.sub.3    3-Nitrophenyl                                                  614                                                                              CH.sub.3    4-Nitrophenyl                                                  615                                                                              CH.sub.3    2-Methylphenyl                                                 616                                                                              CH.sub.3    3-Methylphenyl    oil; IR (film): 1709, 1634, 1256, 1129       617                                                                              CH.sub.3    4-Methylphenyl    m.p.: 73-75° C.; IR (KBr): 1696,                                       1625, 1262, 1127,                                                             1037, 930                                    618                                                                              CH.sub.3    2,4-Dimethylphenyl                                             619                                                                              CH.sub.3    2,6-Dimethylphenyl                                             620                                                                              CH.sub.3    3,4-Dimethylphenyl                                             621                                                                              CH.sub.3    3,5-Dimethylphenyl                                             622                                                                              CH.sub.3    2,3,4-Trimethylphenyl                                          623                                                                              CH.sub.3    2,3,5-Trimethylphenyl                                          624                                                                              CH.sub.3    2,3,6-Trimethylphenyl                                          625                                                                              CH.sub.3    2,4,5-Trimethylphenyl                                          626                                                                              CH.sub.3    2,4,6-Trimethylphenyl                                          627                                                                              CH.sub.3    3,4,5-Trimethylphenyl                                          628                                                                              CH.sub.3    Pentamethylphenyl                                              629                                                                              CH.sub.3    2-Ethylphenyl                                                  630                                                                              CH.sub.3    3-Ethylphenyl                                                  631                                                                              CH.sub.3    4-Ethylphenyl                                                  632                                                                              CH.sub.3    3,5-Diethylphenyl                                              633                                                                              CH.sub.3    2-n-Propylphenyl                                               634                                                                              CH.sub.3    3-n-Propylphenyl                                               635                                                                              CH.sub.3    4-n-Propylphenyl                                               636                                                                              CH.sub.3    2-iso-Propylphenyl                                             637                                                                              CH.sub.3    3-iso-Propylphenyl                                             638                                                                              CH.sub.3    4-iso-Propylphenyl                                             639                                                                              CH.sub.3    2,4-Di-iso-Propylphenyl                                        640                                                                              CH.sub.3    3,5-Di-iso-Propylphenyl                                        641                                                                              CH.sub.3    4-n-Butylphenyl                                                642                                                                              CH.sub.3    4-sec.-Butylphenyl                                             643                                                                              CH.sub.3    4-iso-Butylphenyl                                              644                                                                              CH.sub.3    4-tert.-Butylphenyl                                            645                                                                              CH.sub.3    3-tert.-Butylphenyl                                            646                                                                              CH.sub.3    2-tert.-Butylphenyl                                            647                                                                              CH.sub.3    2,4-Di-tert.-Butylphenyl                                       648                                                                              CH.sub.3    3,5-Di-tert.-Butylphenyl                                       649                                                                              CH.sub.3    4-n-Hexylphenyl                                                650                                                                              CH.sub.3    4-n-Dodecylphenyl                                              651                                                                              CH.sub.3    2-Methyl-4-tert.-Butylphenyl                                   652                                                                              CH.sub.3    2-Methyl-6-tert.-Butylphenyl                                   653                                                                              CH.sub.3    2-Methyl-4-iso-Propylphenyl                                    654                                                                              CH.sub.3    2-Methyl-4-Cyclohexylphenyl                                    655                                                                              CH.sub.3    2-Methyl-4-Phenylphenyl                                        656                                                                              CH.sub. 3   2-Methyl-4-Benzylphenyl                                        657                                                                              CH.sub.3    2-Methyl-4-Phenoxyphenyl                                       658                                                                              CH.sub.3    2-Methyl-4-Benzyloxyphenyl                                     659                                                                              CH.sub.3    2-Methyl-3-Chlorophenyl                                        660                                                                              CH.sub.3    2-Methyl-4-Chlorophenyl                                        661                                                                              CH.sub.3    2-Methyl-5-Chlorophenyl                                        662                                                                              CH.sub.3    2-Methyl-6-Chlorophenyl                                        663                                                                              CH.sub.3    2-Methyl-4-Fluorophenyl                                        664                                                                              CH.sub.3    2-Methyl-3-Bromophenyl                                         665                                                                              CH.sub.3    2-Methyl-4-Bromophenyl                                         666                                                                              CH.sub.3    2-Methyl-3-Methoxyphenyl                                       667                                                                              CH.sub.3    2-Methyl-4-Methoxyphenyl                                       668                                                                              CH.sub.3    2-Methyl-5-Methoxyphenyl                                       669                                                                              CH.sub.3    2-Methyl-6-Methoxyphenyl                                       670                                                                              CH.sub.3    2-Methyl-4-iso-Propoxyphenyl                                   671                                                                              CH.sub.3    2-Methyl-2,5-Dimethoxyphenyl                                   672                                                                              CH.sub.3    2-Methoxyphenyl                                                673                                                                              CH.sub.3    3-Methoxyphenyl   oil; IR (film): 1708, 1634, 1285, 1256,                                       1129, 1111                                   674                                                                              CH.sub.3    4-Methoxyphenyl   oil; IR (film): 1708, 1253, 1129             675                                                                              CH.sub.3    2,3-Dimethoxyphenyl                                            676                                                                              CH.sub.3    2,4-Dimethoxyphenyl                                            677                                                                              CH.sub.3    2,5-Dimethoxyphenyl                                            678                                                                              CH.sub.3    2,6-Dimethoxyphenyl                                            679                                                                              CH.sub.3    3,4-Dimethoxyphenyl                                            680                                                                              CH.sub.3    3,5-Dimethoxyphenyl                                            681                                                                              CH.sub.3    3,6-Dimethoxyphenyl                                            682                                                                              CH.sub.3    2,3,4-Trimethoxyphenyl                                         683                                                                              CH.sub.3    2,3,5-Trimethoxyphenyl                                         684                                                                              CH.sub.3    2,3,6-Trimethoxyphenyl                                         685                                                                              CH.sub.3    2,4,5-Trimethoxyphenyl                                         686                                                                              CH.sub.3    2,4,6-Trimethoxyphenyl                                         687                                                                              CH.sub.3    3,4,5-Trimethoxyphenyl                                         688                                                                              CH.sub.3    2-Ethoxyphenyl                                                 689                                                                              CH.sub.3    3-Ethoxyphenyl                                                 690                                                                              CH.sub.3    4-Ethoxyphenyl                                                 691                                                                              CH.sub.3    2-iso-Propoxyphenyl                                            692                                                                              CH.sub.3    3-iso-Propoxyphenyl                                            693                                                                              CH.sub.3    4-iso-Propoxyphenyl                                            694                                                                              CH.sub.3    3-tert.-Butoxyphenyl                                           695                                                                              CH.sub.3    4-tert.-Butoxyphenyl                                           696                                                                              CH.sub.3    2-Trifluoromethoxyphenyl                                       697                                                                              CH.sub.3    3-Trifluoromethoxyphenyl                                       698                                                                              CH.sub.3    4-Trifluoromethoxyphenyl                                       699                                                                              CH.sub.3    3-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                        700                                                                              CH.sub.3    4-(1',1',2',2' -Tetrafluoro)ethoxyphenyl                       701                                                                              CH.sub.3    2-Chloromethylphenyl                                           702                                                                              CH.sub.3    3-Chloromethylphenyl                                           703                                                                              CH.sub.3    4-Chloromethylphenyl                                           704                                                                              CH.sub.3    2-Trifluoromethylphenyl                                                                         oil; IR (film): 1705, 1634, 1313, 1130,                                       1107, 767                                    705                                                                              CH.sub.3    3-Trifluoromethylphenyl                                                                         oil; IR (film): 1710, 1635, 1276, 1128       706                                                                              CH.sub.3    4-Trifluoromethylphenyl                                                                         m.p.: 104-5° C.; IR (KBr): 1697,                                       1628, 1323, 1123                             707                                                                              CH.sub.3    2-(Methoxyiminomethyl)phenyl                                   708                                                                              CH.sub.3    3-(Methoxyiminomethyl)phenyl                                   709                                                                              CH.sub.3    4-(Methoxyiminomethyl)phenyl                                   710                                                                              CH.sub.3    2-(Ethoxyiminomethyl)phenyl                                    711                                                                              CH.sub.3    3-(Ethoxyiminomethyl)phenyl                                    712                                                                              CH.sub.3    4-(Ethoxyiminomethyl)phenyl                                    713                                                                              CH.sub.3    2-(n-Propoxyiminomethyl)phenyl                                 714                                                                              CH.sub.3    3-(n-Propoxyiminomethyl)phenyl                                 715                                                                              CH.sub.3    4-(n-Propoxyiminomethyl)phenyl                                 716                                                                              CH.sub.3    2-(iso-Propoxyiminomethyl)phenyl                               717                                                                              CH.sub.3    3-(iso-Propoxyiminomethyl)phenyl                               718                                                                              CH.sub.3    4-(iso-Propoxyiminomethyl)phenyl                               719                                                                              CH.sub.3    2-(n-Butoxyiminomethyl)phenyl                                  720                                                                              CH.sub.3    3-(n-Butoxyiminomethyl)phenyl                                  721                                                                              CH.sub.3    4-(n-Butoxyiminomethyl)phenyl                                  722                                                                              CH.sub.3    2-(iso-Butoxyiminomethyl)phenyl                                723                                                                              CH.sub.3    3-(iso-Butoxyiminomethyl)phenyl                                724                                                                              CH.sub.3    4-(iso-Butoxyiminomethyl)phenyl                                725                                                                              CH.sub.3    2-(tert.-Butoxyiminomethyl)phenyl                              726                                                                              CH.sub.3    3-(tert.-Butoxyiminomethyl)phenyl                              727                                                                              CH.sub.3    4-(tert.-Butoxyiminomethyl)phenyl                              728                                                                              CH.sub.3    2-(n-Pentoxyiminomethyl)phenyl                                 729                                                                              CH.sub.3    3-(n-Pentoxyiminomethyl)phenyl                                 730                                                                              CH.sub.3    4-(n-Pentoxyiminomethyl)phenyl                                 731                                                                              CH.sub.3    2-(n-Hexoxyiminomethyl)phenyl                                  732                                                                              CH.sub.3    3-(n-Hexoxyiminomethyl)phenyl                                  733                                                                              CH.sub.3    4-(n-Hexoxyiminomethyl)phenyl                                  734                                                                              CH.sub.3    2-(Allyloxyiminomethyl)phenyl                                  735                                                                              CH.sub.3    3-(Allyloxyiminomethyl)phenyl                                  736                                                                              CH.sub.3    4-(Allyloxyiminomethyl)phenyl                                  737                                                                              CH.sub.3    2-(Benzyloxyiminomethyl)phenyl                                 738                                                                              CH.sub.3    3-(Benzyloxyiminomethyl)phenyl                                 739                                                                              CH.sub.3    4-(Benzyloxyiminomethyl)phenyl                                 740                                                                              CH.sub.3    2-(Methoxyimino-1'-ethyl)phenyl                                741                                                                              CH.sub.3    3-(Methoxyimino-1'-ethyl)phenyl                                742                                                                              CH.sub.3    4-(Methoxyimino-1'-ethyl)phenyl                                743                                                                              CH.sub.3    2-(Ethoxyimino-1'-ethyl)phenyl                                 744                                                                              CH.sub.3    3-(Ethoxyimino-1'-ethyl)phenyl                                 745                                                                              CH.sub.3    4-(Ethoxyimino-1'-ethyl)phenyl                                 746                                                                              CH.sub.3    2-(n-Propoxyimino-1'-ethyl)phenyl                              747                                                                              CH.sub.3    3-(n-Propoxyimino-1'-ethyl)phenyl                              748                                                                              CH.sub.3    4-(n-Propoxyimino-1'-ethyl)phenyl                              749                                                                              CH.sub.3    2-(n-Butoxyamino-1'-ethyl)phenyl                               750                                                                              CH.sub.3    3-(n-Butoxyamino-1'-ethyl)phenyl                               751                                                                              CH.sub.3    4-(n-Butoxyamino-1'-ethyl)phenyl                               752                                                                              CH.sub.3    2-(n-Pentoxyimino-1'-ethyl)phenyl                              753                                                                              CH.sub.3    3-(n-Pentoxyimino-1'-ethyl)phenyl                              754                                                                              CH.sub.3    4-(n-Pentoxyimino-1'-ethyl)phenyl                              755                                                                              CH.sub.3    2-(n-Hexoxyimino-1'-ethyl)phenyl                               756                                                                              CH.sub.3    3-(n-Hexoxyimino-1'-ethyl)phenyl                               757                                                                              CH.sub.3    4-(n-Hexoxyimino-1'-ethyl)phenyl                               758                                                                              CH.sub.3    2-(Allyloxyimino-1'-ethyl)phenyl                               759                                                                              CH.sub.3    3-(Allyloxyimino-1'-ethyl)phenyl                               760                                                                              CH.sub.3    4-(Allyloxyimino-1'-ethyl)phenyl                               761                                                                              CH.sub.3    2-(Benzyloxyimino-1'-ethyl)phenyl                              762                                                                              CH.sub.3    3-(Benzyloxyimino-1'-ethyl)phenyl                              763                                                                              CH.sub.3    4-(Benzyloxyimino-1'-ethyl)phenyl                              764                                                                              CH.sub.3    2-Phenylphenyl                                                 765                                                                              CH.sub.3    3-Phenylphenyl                                                 766                                                                              CH.sub.3    4-Phenylphenyl                                                 767                                                                              CH.sub.3    2-Phenoxyphenyl                                                768                                                                              CH.sub.3    3-Phenoxyphenyl                                                769                                                                              CH.sub.3    4-Phenoxyphenyl   oil; IR (film): 1708, 1489, 1240, 1129       770                                                                              CH.sub.3    2-Benzyloxyphenyl                                              771                                                                              CH.sub.3    3-Benzyloxyphenyl                                              772                                                                              CH.sub.3    4-Benzyloxyphenyl                                              773                                                                              CH.sub.3    4-(Imidazol-1'-yl)phenyl                                       774                                                                              CH.sub.3    4-(Piperazin-1'-yl)phenyl                                      775                                                                              CH.sub.3    4-(Morpholin-1'-yl)phenyl                                      776                                                                              CH.sub.3    4-(Piperidin-1'-yl)phenyl                                      777                                                                              CH.sub.3    4-(Pyridyl-2'-oxy)phenyl                                       778                                                                              CH.sub.3    2-Cyclopropylphenyl                                            779                                                                              CH.sub.3    3-Cyclopropylphenyl                                            780                                                                              CH.sub.3    4-Cyclopropylphenyl                                            781                                                                              CH.sub.3    3-Cyclohexylphenyl                                             782                                                                              CH.sub.3    4-Cyclohexylphenyl                                             783                                                                              CH.sub.3    4-Oxiranylphenyl                                               784                                                                              CH.sub.3    4-(1',3'-Dioxan-2'-yl)phenyl                                   785                                                                              CH.sub.3    4-(Tetrahydropyran-2-yloxy)phenyl                              786                                                                              CH.sub.3    1-Naphthyl                                                     787                                                                              CH.sub.3    2-Naphthyl                                                     788                                                                              CH.sub.3    9-Anthryl                                                      789                                                                              CH.sub.3    1-Naphthoxy                                                    790                                                                              CH.sub.3    2-Naphthoxy                                                    791                                                                              CH.sub.3    9-Anthroxy                                                     792                                                                              CH.sub.3    Phenoxy                                                        793                                                                              CH.sub.3    2-Chlorophenoxy                                                794                                                                              CH.sub.3    3-Chlorophenoxy                                                795                                                                              CH.sub.3    4-Chlorophenoxy                                                796                                                                              CH.sub.3    4-Methylphenoxy                                                797                                                                              CH.sub.3    4-tert.-Butylphenoxy                                           798                                                                              CH.sub.3    4-Methoxyphenoxy                                               799                                                                              CH.sub.3    4-Ethoxyphenoxy                                                800                                                                              CH.sub.3    4-tert.-Butoxyphenoxy                                          801                                                                              CH.sub.3    Phenylthio                                                     802                                                                              CH.sub.3    2-Chlorophenylthio                                             803                                                                              CH.sub.3    4-Chlorophenylthio                                             804                                                                              CH.sub.3    Benzyl                                                         805                                                                              CH.sub.3    2-Methylbenzyl                                                 806                                                                              CH.sub.3    3-Methylbenzyl                                                 807                                                                              CH.sub.3    4-Methylbenzyl                                                 808                                                                              CH.sub.3    4-tert.-Butylbenzyl                                            809                                                                              CH.sub.3    2-Chlorobenzyl                                                 810                                                                              CH.sub.3    3-Chlorobenzyl                                                 811                                                                              CH.sub.3    4-Chlorobenzyl                                                 812                                                                              CH.sub.3    2,4-Dichlorobenzyl                                             813                                                                              CH.sub.3    2,6-Dichlorobenzyl                                             814                                                                              CH.sub.3    2,4,6-Trichlorobenzyl                                          815                                                                              CH.sub.3    2-Trifluoromethylbenzyl                                        816                                                                              CH.sub.3    3-Trifluoromethylbenzyl                                        817                                                                              CH.sub.3    4-Trifluoromethylbenzyl                                        818                                                                              CH.sub.3    2-Methoxybenzyl                                                819                                                                              CH.sub.3    4-Methoxybenzyl                                                820                                                                              CH.sub.3    4-tert.-Butoxybenzyl                                           821                                                                              CH.sub.3    4-Phenoxybenzyl                                                822                                                                              CH.sub.3    1-Phenethyl                                                    823                                                                              CH.sub.3    2-Phenethyl                                                    824                                                                              CH.sub.3    1-Phenylpropyl                                                 825                                                                              CH.sub.3    2-Phenylpropyl                                                 826                                                                              CH.sub.3    3-Phenylpropyl                                                 827                                                                              CH.sub.3    2-Methyl-2-phenylpropyl                                        828                                                                              CH.sub.3    2-Methyl-3-phenylpropyl                                        829                                                                              CH.sub.3    4-Phenylbutyl                                                  830                                                                              CH.sub.3    2-Phenyl-1-ethenyl                                             831                                                                              CH.sub. 3   1-Phenyl-1-ethenyl                                             832                                                                              CH.sub.3    1-Phenyl-1-propenyl                                            833                                                                              CH.sub.3    1-Phenyl-1-propen-2-yl                                         834                                                                              CH.sub.3    2,2-Diphenylethenyl                                            835                                                                              CH.sub.3    Phenoxymethyl                                                  836                                                                              CH.sub.3    2-Pyridyl                                                      837                                                                              CH.sub.3    3-Pyridyl                                                      838                                                                              CH.sub.3    4-Pyridyl                                                      839                                                                              CH.sub.3    2,6-Pyrimidinyl                                                840                                                                              CH.sub.3    1,5-Pyrimidinyl                                                841                                                                              CH.sub.3    2-Thienyl                                                      842                                                                              CH.sub.3    3-Thienyl                                                      843                                                                              CH.sub.3    2-Furyl                                                        844                                                                              CH.sub.3    3-Furyl                                                        845                                                                              CH.sub.3    1-Pyrrolyl                                                     846                                                                              CH.sub.3    1-Imidazolyl                                                   847                                                                              CH.sub.3    1,2,4-Triazolyl                                                848                                                                              CH.sub.3    1,3,4-Triazolyl                                                849                                                                              CH.sub.3    4-Thiazolyl                                                    850                                                                              CH.sub.3    2-Benzothiazolyl                                               851                                                                              CH.sub.3    2-Pyridyloxy                                                   852                                                                              CH.sub.3    2-Pyrimidinyloxy                                               853                                                                              CH.sub.3    2-Pyridylthio                                                  854                                                                              CH.sub.3    2-Pyrimidinylthio                                              855                                                                              CH.sub.3    2-Benzothiazolylthio                                           856                                                                              CH.sub.3    Phenylthiomethyl                                               857                                                                              CH.sub.3    2-Pyridylmethyl                                                858                                                                              CH.sub.3    3-Pyridylmethyl                                                859                                                                              CH.sub.3    Furfuryloxy                                                    860                                                                              CH.sub.3    Thienylmethoxy                                                 861                                                                              CH.sub.3    3-Isoxazolylmethoxy                                            862                                                                              CH.sub.3    2-Oxazolylmethoxy                                              863                                                                              CH.sub.3    2-Pyridylmethoxy                                               864                                                                              CH.sub.3    2'-Furyl-2-ethenyl                                             865                                                                              CH.sub.3    2'-Thienyl-2-ethenyl                                           866                                                                              CH.sub.3    3'-Pyridyl-2-ethenyl                                           867                                                                              CH.sub.3    Oxiranyl                                                       868                                                                              CH.sub.3    1-Aziridinyl                                                   869                                                                              CH.sub.3    1-Azetidinyl                                                   870                                                                              CH.sub.3    1-Pyrrolidinyl                                                 871                                                                              CH.sub.3    2-Tetrahydrofuryl                                              872                                                                              CH.sub.3    2-Tetrahydropyranyl                                            873                                                                              CH.sub.3    3-Tetrahydropyranyl                                            874                                                                              CH.sub.3    1-Piperidinyl                                                  875                                                                              CH.sub.3    1-Morpholinyl                                                  876                                                                              CH.sub.3    1-Piperazinyl                                                  877                                                                              CH.sub.3    1,3-Dioxan-2-yl                                                878                                                                              CH.sub.3    3-Tetrahydrothiopyranyl                                        879                                                                              CH.sub.3    2-Dihydropyranyloxy                                            880                                                                              CH.sub.3    2-Tetrahydropyranyloxy                                         881                                                                              CH.sub.3    CF.sub.3                                                       882                                                                              CH.sub.3    2-Fluoroethyl                                                  883                                                                              CH.sub.3    2,2,2-Trifluoroethyl                                           884                                                                              CH.sub.3    Pentafluoroethyl                                               885                                                                              CH.sub.3    Chloromethyl                                                   886                                                                              CH.sub.3    Dichloromethyl                                                 887                                                                              CH.sub.3    Trichloromethyl                                                888                                                                              CH.sub.3    2-Chloroethyl                                                  889                                                                              CH.sub.3    2,2,2-Trichloroethyl                                           890                                                                              CH.sub.3    Pentachloroethyl                                               891                                                                              CH.sub.3    Cyclopropyl                                                    892                                                                              CH.sub.3    Cyclobutyl                                                     893                                                                              CH.sub.3    Cyclopentyl                                                    894                                                                              CH.sub.3    Cyclohexyl                                                     895                                                                              CH.sub.3    1-Methylcyclopropyl                                            896                                                                              CH.sub.3    2,2-Dimethylcyclopropyl                                        897                                                                              CH.sub.3    1-Methylcyclohexyl                                             898                                                                              CH.sub.3    2,2-Difluorocyclopropyl                                        899                                                                              CH.sub.3    2,2-Dichlorocyclopropyl                                        900                                                                              CH.sub.3    2,2-Dibromocyclopropyl                                         901                                                                              CH.sub.3    2,2-Dichloro-3-methylcyclopropyl                               902                                                                              CH.sub.3    2,2,3,3-Tetrafluorocyclobutyl                                  903                                                                              CH.sub.3    Ethenyl                                                        904                                                                              CH.sub.3    1-Propenyl                                                     905                                                                              CH.sub.3    2-Methyl-1-propenyl                                            906                                                                              CH.sub.3    4-Methylpent-3-en-1-yl                                         907                                                                              CH.sub.3    2-Propenyl                                                     908                                                                              CH.sub.3    2-Butenyl                                                      909                                                                              CH.sub.3    1-Methyl-2-propenyl                                            910                                                                              CH.sub.3    3-Methyl-2-butenyl                                             911                                                                              CH.sub.3    2,2-Difluoroethenyl                                            912                                                                              CH.sub.3    2,2-Dichloroethenyl                                            913                                                                              CH.sub.3    3,3,3-Trifluoropropenyl                                        914                                                                              CH.sub.3    3,3,3-Trichloropropenyl                                        915                                                                              CH.sub.3    3-Chloro-2-propenyl                                            916                                                                              CH.sub.3    Cyclopent-1-enyl                                               917                                                                              CH.sub.3    Cyclopentadienyl                                               918                                                                              CH.sub.3    Cyclohex-1-enyl                                                919                                                                              CH.sub.3    Pentafluorocyclopentadienyl                                    920                                                                              CH.sub.3    Pentachlorocyclopentadienyl                                    921                                                                              Phenyl      Phenyl                                                         922                                                                              Phenyl      2-Fluorophenyl                                                 923                                                                              Phenyl      4-Fluorophenyl                                                 924                                                                              Phenyl      2-Chlorophenyl                                                 925                                                                              Phenyl      3-Chlorophenyl                                                 926                                                                              Phenyl      4-Chlorophenyl                                                 927                                                                              Phenyl      3,4-Dichlorophenyl                                             928                                                                              Phenyl      4-Nitrophenyl                                                  929                                                                              Phenyl      2-CF.sub.3 -Phenyl                                             930                                                                              Phenyl      3-CF.sub.3 -Phenyl                                             931                                                                              Phenyl      4-CF.sub.3 -Phenyl                                             932                                                                              Phenyl      2-Methylphenyl                                                 933                                                                              Phenyl      3-Methylphenyl                                                 934                                                                              Phenyl      4-Methylphenyl                                                 935                                                                              Phenyl      2,4-Dimethylphenyl                                             936                                                                              Phenyl      4-tert.-Butylphenyl                                            937                                                                              Phenyl      4-Methoxyphenyl                                                938                                                                              4-Fluorophenyl                                                                            4-Fluorophenyl                                                 939                                                                              2-Fluorophenyl                                                                            4-Fluorophenyl                                                 940                                                                              2-Chlorophenyl                                                                            4-Fluorophenyl                                                 941                                                                              2-Chlorophenyl                                                                            2-Chlorophenyl                                                 942                                                                              3-Chlorophenyl                                                                            3-Chlorophenyl                                                 943                                                                              4-Chlorophenyl                                                                            4-Chlorophenyl                                                 944                                                                              2-Chlorophenyl                                                                            4-Chlorophenyl                                                 945                                                                              4-Methoxyphenyl                                                                           4-Methoxyphenyl                                                946                                                                              4-Dimethylaminophenyl                                                                     4-Dimethylaminophenyl                                          947                                                                              Phenyl      Naphthyl                                                       948                                                                              Ethyl       Ethyl                                                          949                                                                              Ethyl       n-Propyl                                                       950                                                                              Ethyl       iso-Propyl                                                     951                                                                              Ethyl       n-Butyl                                                        952                                                                              Ethyl       iso-Butyl                                                      953                                                                              Ethyl       2-Methyl-butyl                                                 954                                                                              Ethyl       Benzyl                                                         955                                                                              n-Propyl    n-Propyl                                                       956                                                                              iso-Propyl  iso-Propyl                                                     957                                                                              n-Butyl     n-Butyl                                                        958                                                                              iso-Butyl   iso-Butyl                                                      959                                                                              tert.-Butyl tert.-Butyl                                                    960                                                                              Benzyl      Benzyl                                                         961                                                                              Pentachloroethyl                                                                          Pentachloroethyl                                               962                                                                              n-Hexyl     n-Hexyl                                                        963                                                                              Ethoxycarbonyl                                                                            Ethoxycarbonyl                                                 964                                                                              Phenyl      Benzoyl                                                        965                                                                              Ethyl       Phenyl                                                         966                                                                              n-Butyl     Phenyl                                                         967                                                                              Styryl      Styryl                                                         968                                                                              2-Pyridyl   2-Pyridyl                                                      969                                                                              3-Pyridyl   3-Pyridyl                                                      970                                                                              CH.sub.3    3,5-Dibenzyloxyphenyl                                                                           IR (film): 1707, 1581, 1256, 1157,           __________________________________________________________________________                                     1129                                     

                                      TABLE II                                    __________________________________________________________________________     ##STR20##                                                                    No.                                                                              R.sup.3  R.sup.4           Data                                            __________________________________________________________________________     1 Cl       Phenyl                                                             2 Cl       Cyano                                                              3 Cl       Ethoxycarbonyl                                                     4 Cl       Cyclopropyl                                                        5 CF.sub.3 CF.sub.3                                                           6 CF.sub.3 Phenyl                                                             7 CCl.sub.3                                                                              CCl.sub.3                                                          8 CCl.sub.3                                                                              Phenyl                                                             9 CH.sub.2 Cl                                                                            Phenyl                                                             10                                                                              CF.sub.2 CF.sub.3                                                                      Phenyl                                                             11                                                                              CF.sub.2 Cl                                                                            Phenyl                                                             12                                                                              CHCl.sub.2                                                                             Phenyl                                                             13                                                                              Cyclopropyl                                                                            Cyclopropyl                                                        14                                                                              Cyclopropyl                                                                            Phenyl            oil; IR (film): 1437, 1321, 1219, 1045,                                       983, 766                                         15                                                                              Cyclopropyl                                                                            4-Fluorophenyl    oil; IR (film): 1508, 1321, 1222, 1046,                                       985, 839                                         16                                                                              Cyclopropyl                                                                            4-Chlorophenyl    oil; IR (film): 1489, 1321, 1218, 1090,                                       1046, 829                                        17                                                                              Cyclopropyl                                                                            4-Methoxyphenyl   oil; IR (film): 1300, 1250, 1218, 983, 833       18                                                                              Cyclopropyl                                                                            4-Ethoxyphenyl                                                     19                                                                              Cyclopropyl                                                                            4-Phenoxyphenyl                                                    20                                                                              Cyclopropyl                                                                            Pentachlorophenyl                                                  21                                                                              Cyclopropyl                                                                            Pentafluorophenyl                                                  22                                                                              Cyclopentyl                                                                            Phenyl                                                             23                                                                              Cyclohexyl                                                                             Phenyl                                                             24                                                                              Phenyl   2,2-Dichloro-1-methylcyclopropyl                                   25                                                                              Phenyl   2,2-Difluorocyclopropyl                                            26                                                                              Phenyl   2,2-Dichlorocyclopropyl                                            27                                                                              Phenyl   2,2-Dibromocyclopropyl                                             28                                                                              Phenyl   2,2,3,3-Tetrafluorocyclobutyl                                      29                                                                              Phenyl   2,2-Dimethylcyclopropyl                                            30                                                                              Phenyl   1-Methylcyclohexyl                                                 31                                                                              CN       Methoxymethyl                                                      32                                                                              CN       Ethoxymethyl                                                       33                                                                              CN       n-Propoxymethyl                                                    34                                                                              CN       iso-Propoxymethyl                                                  35                                                                              CN       tert.-Butoxymethyl                                                 36                                                                              CN       2-Methoxyprop-2-yl                                                                              m.p.: 83° C.;                                                          IR (KBr): 1437, 1223, 1206, 1069, 1006           37                                                                              CN       2-Ethoxyprop-2-yl oil; IR (film): 1439, 3122, 1221, 1202,                                       1048                                             38                                                                              CN       2-n-Propoxyprop-2-yl                                                                            oil; IR (film): 1438, 1322, 1221, 1203,                                       1048                                             39                                                                              CN       2-iso-Propoxyprop-2-yl                                                                          m.p.: 74-5° C.;                                                        IR (KBr): 1302, 1231, 1169, 1108, 1079,                                       997, 757                                         40                                                                              CN       2-tert.-Butoxyprop-2-yl                                            41                                                                              CN       Methylthiomethyl                                                   42                                                                              CN       tert.-Butylthiomethyl                                              43                                                                              CN       2-Methylthioprop-2-yl                                                                           m.p.: 107° C.;                                                         IR (KBr): 1434, 1297, 1126, 1066, 1010,                                       769                                              44                                                                              CN       2-iso-Propylthioprop-2-yl                                                                       oil; IR (film): 1438, 1366, 1321, 1221,                                       1202                                             45                                                                              CN       2-tert.-Butylthioprop-2-yl                                         46                                                                              CN       Methyl                                                             47                                                                              CN       Ethyl                                                              48                                                                              CN       n-Propyl                                                           49                                                                              CN       iso-Propyl        oil; IR (film): 1439, 1321, 1222, 1012,                                       767                                              50                                                                              CN       n-Butyl                                                            51                                                                              CN       iso-Butyl                                                          52                                                                              CN       sec.-Butyl                                                         53                                                                              CN       tert.-Butyl                                                        54                                                                              CN       n-Hexyl                                                            55                                                                              CN       n-Decyl                                                            56                                                                              CN       Cyclopropyl       m.p.: 74-75° C.; IR (KBr): 1433,                                       1223, 1043, 763                                  57                                                                              CN       Cyclohexyl                                                         58                                                                              CN       Phenylthiomethyl                                                   59                                                                              CN       2-Phenylthiomethyl                                                 60                                                                              CN       2-(2'-Chlorophenylthio)prop-2-yl                                   61                                                                              CN       Ethynyl                                                            62                                                                              CN       1-Propynyl                                                         63                                                                              CN       Methoxy                                                            64                                                                              CN       Ethoxy                                                             65                                                                              CN       n-Propoxy                                                          66                                                                              CN       iso-Propoxy                                                        67                                                                              CN       n-Butoxy                                                           68                                                                              CN       iso-Butoxy                                                         69                                                                              CN       sec.-Butoxy                                                        70                                                                              CN       tert.-Butoxy                                                       71                                                                              CN       Methylthio                                                         72                                                                              CN       Ethylthio                                                          73                                                                              CN       n-Propylthio                                                       74                                                                              CN       iso-Propylthio                                                     75                                                                              CN       n-Butylthio                                                        76                                                                              CN       iso-Butylthio                                                      77                                                                              CN       sec.-Butylthio                                                     78                                                                              CN       tert.-Butylthio                                                    79                                                                              CN       Benzylthio                                                         80                                                                              CN       Trifluoromethoxy                                                   81                                                                              CN       Cyano                                                              82                                                                              CN       Amino                                                              83                                                                              CN       Methylamino                                                        84                                                                              CN       Dimethylamino                                                      85                                                                              CN       Ethylamino                                                         86                                                                              CN       Diethylamino                                                       87                                                                              CN       Di-n-Propylamino                                                   88                                                                              CN       Di-iso-Propylamino                                                 89                                                                              CN       Di-n-Butylamino                                                    90                                                                              CN       Di-iso-Butylamino                                                  91                                                                              CN       Acetyl                                                             92                                                                              CN       Propion-1-yl                                                       93                                                                              CN       Butyr-1-yl                                                         94                                                                              CN       iso-Butyr-1-yl                                                     95                                                                              CN       Pivaloyl                                                           96                                                                              CN       Benzoyl                                                            97                                                                              CN       4-Chlorobenzoyl                                                    98                                                                              CN       Benzylcarbonyl                                                     99                                                                              CN       Methoxycarbonyl                                                   100                                                                              CN       Ethoxycarbonyl                                                    101                                                                              CN       n-Propoxycarbonyl                                                 102                                                                              CN       iso-Propoxycarbonyl                                               103                                                                              CN       n-Butoxycarbonyl                                                  104                                                                              CN       iso-Butoxycarbonyl                                                105                                                                              CN       sec.-Butoxycarbonyl                                               106                                                                              CN       tert.-Butoxycarbonyl                                              107                                                                              CN       n-Hexoxycarbonyl                                                  108                                                                              CN       Phenoxycarbonyl                                                   109                                                                              CN       4-Chlorophenoxycarbonyl                                           110                                                                              CN       Benzyloxycarbonyl                                                 111                                                                              CN       Aminocarbonyl                                                     112                                                                              CN       Dimethylaminocarbonyl                                             113                                                                              CN       Diethylaminocarbonyl                                              114                                                                              CN       Di-iso-Propylaminocarbonyl                                        115                                                                              CN       Phenylaminocarbonyl                                               116                                                                              CN       N-Methyl-N-Phenylaminocarbonyl                                    117                                                                              CN       Phenyl            m.p.: 99-100° C.;                                                      IR (KBr): 1436, 1215, 1208, 1097, 1026,                                       944, 766, 690                                   118                                                                              CN       2-Fluorophenyl                                                    119                                                                              CN       3-Fluorophenyl                                                    120                                                                              CN       4-Fluorophenyl                                                    121                                                                              CN       Pentafluorophenyl                                                 122                                                                              CN       2-Chlorophenyl                                                    123                                                                              CN       3-Chlorophenyl                                                    124                                                                              CN       4-Chlorophenyl                                                    125                                                                              CN       Pentachlorophenyl                                                 126                                                                              CN       2,3-Dichlorophenyl                                                127                                                                              CN       2,4-Dichlorophenyl                                                128                                                                              CN       2,5-Dichlorophenyl                                                129                                                                              CN       2,6-Dichlorophenyl                                                130                                                                              CN       3,4-Dichlorophenyl                                                131                                                                              CN       3,5-Dichlorophenyl                                                132                                                                              CN       2,3,4-Trichlorophenyl                                             133                                                                              CN       2,3,5-Trichlorophenyl                                             134                                                                              CN       2,3,6-Trichlorophenyl                                             135                                                                              CN       2,4,5-Trichlorophenyl                                             136                                                                              CN       2,4,6-Trichlorophenyl                                             137                                                                              CN       3,4,5-Trichlorophenyl                                             138                                                                              CN       2,3,4,6-Tetrachlorophenyl                                         139                                                                              CN       2,3,5,6-Tetrachlorophenyl                                         140                                                                              CN       2-Bromophenyl                                                     141                                                                              CN       3-Bromophenyl                                                     142                                                                              CN       4-Bromophenyl                                                     143                                                                              CN       2,4-Dibromophenyl                                                 144                                                                              CN       3-Bromo-4-fluorophenyl                                            145                                                                              CN       3-Bromo-4-methoxyphenyl                                           146                                                                              CN       2-Iodophenyl                                                      147                                                                              CN       3-Iodophenyl                                                      148                                                                              CN       4-Iodophenyl                                                      149                                                                              CN       2-Chloro-4-fluorophenyl                                           150                                                                              CN       2-Chloro-5-fluorophenyl                                           151                                                                              CN       2-Chloro-6-fluorophenyl                                           152                                                                              CN       2-Chloro-4-bromophenyl                                            153                                                                              CN       2-Bromo-4-chlorophenyl                                            154                                                                              CN       2-Bromo-4-fluorophenyl                                            155                                                                              CN       3-Bromo-4-chlorophenyl                                            156                                                                              CN       3-Chloro-4-fluorophenyl                                           157                                                                              CN       3-Fluoro-4-chlorophenyl                                           158                                                                              CN       2-Cyanophenyl                                                     159                                                                              CN       3-Cyanophenyl                                                     160                                                                              CN       4-Cyanophenyl                                                     161                                                                              CN       2-Nitrophenyl                                                     162                                                                              CN       3-Nitrophenyl                                                     163                                                                              CN       4-Nitrophenyl                                                     164                                                                              CN       2-Methylphenyl                                                    165                                                                              CN       3-Methylphenyl                                                    166                                                                              CN       4-Methylphenyl                                                    167                                                                              CN       2,4-Dimethylphenyl                                                168                                                                              CN       2,6-Dimethylphenyl                                                169                                                                              CN       3,4-Dimethylphenyl                                                170                                                                              CN       3,5-Dimethylphenyl                                                171                                                                              CN       2,3,4-Trimethylphenyl                                             172                                                                              CN       2,3,5-Trimethylphenyl                                             173                                                                              CN       2,3,6-Trimethylphenyl                                             174                                                                              CN       2,4,5-Trimethylphenyl                                             175                                                                              CN       2,4,6-Trimethylphenyl                                             176                                                                              CN       3,4,5-Trimethylphenyl                                             177                                                                              CN       Pentamethylphenyl                                                 178                                                                              CN       2-Ethylphenyl                                                     179                                                                              CN       3-Ethylphenyl                                                     180                                                                              CN       4-Ethylphenyl                                                     181                                                                              CN       3,5-Diethylphenyl                                                 182                                                                              CN       2-n-Propylphenyl                                                  183                                                                              CN       3-n-Propylphenyl                                                  184                                                                              CN       4-n-Propylphenyl                                                  185                                                                              CN       2-iso-Propylphenyl                                                186                                                                              CN       3-iso-Propylphenyl                                                187                                                                              CN       4-iso-Propylphenyl                                                188                                                                              CN       2,4-Di-iso-Propylphenyl                                           189                                                                              CN       3,5-Di-iso-Propylphenyl                                           190                                                                              CN       4-n-Butylphenyl                                                   191                                                                              CN       4-sec.-Butylphenyl                                                192                                                                              CN       4-iso-Butylphenyl                                                 193                                                                              CN       4-tert.-Butylphenyl                                               194                                                                              CN       3-tert.-Butylphenyl                                               195                                                                              CN       2-tert.-Butylphenyl                                               196                                                                              CN       2,4-Di-tert.-Butylphenyl                                          197                                                                              CN       3,5-Di-tert.-Butylphenyl                                          198                                                                              CN       4-n-Hexylphenyl                                                   199                                                                              CN       4-n-Dodecylphenyl                                                 200                                                                              CN       2-Methyl-4-tert.-Butylphenyl                                      201                                                                              CN       2-Methyl-6-tert.-Butylphenyl                                      202                                                                              CN       2-Methyl-4-iso-Propylphenyl                                       203                                                                              CN       2-Methyl-4-Cyclohexylphenyl                                       204                                                                              CN       2-Methyl-4-Phenylphenyl                                           205                                                                              CN       2-Methyl-4-Benzylphenyl                                           206                                                                              CN       2-Methyl-4-Phenoxyphenyl                                          207                                                                              CN       2-Methyl-4-Benzyloxyphenyl                                        208                                                                              CN       2-Methyl-3-Chlorophenyl                                           209                                                                              CN       2-Methyl-4-Chlorophenyl                                           210                                                                              CN       2-Methyl-5-Chlorophenyl                                           211                                                                              CN       2-Methyl-6-Chlorophenyl                                           212                                                                              CN       2-Methyl-4-Fluorophenyl                                           213                                                                              CN       2-Methyl-3-Bromophenyl                                            214                                                                              CN       2-Methyl-4-Bromophenyl                                            215                                                                              CN       2-Methyl-3-Methoxyphenyl                                          216                                                                              CN       2-Methyl-4-Methoxyphenyl                                          217                                                                              CN       2-Methyl-5-Methoxyphenyl                                          218                                                                              CN       2-Methyl-6-Methoxyphenyl                                          219                                                                              CN       2-Methyl-4-iso-Propoxyphenyl                                      220                                                                              CN       2-Methyl-2,5-Dimethoxyphenyl                                      221                                                                              CN       2-Methoxyphenyl                                                   222                                                                              CN       3-Methoxyphenyl                                                   223                                                                              CN       4-Methoxyphenyl                                                   224                                                                              CN       2,3-Dimethoxyphenyl                                               225                                                                              CN       2,4-Dimethoxyphenyl                                               226                                                                              CN       2,5-Dimethoxyphenyl                                               227                                                                              CN       2,6-Dimethoxyphenyl                                               228                                                                              CN       3,4-Dimethoxyphenyl                                               229                                                                              CN       3,5-Dimethoxyphenyl                                               230                                                                              CN       3,6-Dimethoxyphenyl                                               231                                                                              CN       2,3,4-Trimethoxyphenyl                                            232                                                                              CN       2,3,5-Trimethoxyphenyl                                            233                                                                              CN       2,3,6-Trimethoxyphenyl                                            234                                                                              CN       2,4,5-Trimethoxyphenyl                                            235                                                                              CN       2,4,6-Trimethoxyphenyl                                            236                                                                              CN       3,4,5-Trimethoxyphenyl                                            237                                                                              CN       2-Ethoxyphenyl                                                    238                                                                              CN       3-Ethoxyphenyl                                                    239                                                                              CN       4-Ethoxyphenyl                                                    240                                                                              CN       2-iso-Propoxyphenyl                                               241                                                                              CN       3-iso-Propoxyphenyl                                               242                                                                              CN       4-iso-Propoxyphenyl                                               243                                                                              CN       3-tert.-Butoxyphenyl                                              244                                                                              CN       4-tert.-Butoxyphenyl                                              245                                                                              CN       2-Trifluoromethoxyphenyl                                          246                                                                              CN       3-Trifluoromethoxyphenyl                                          247                                                                              CN       4-Trifluoromethoxyphenyl                                          248                                                                              CN       3-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                           249                                                                              CN       4-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                           250                                                                              CN       2-Chloromethylphenyl                                              251                                                                              CN       3-Chloromethylphenyl                                              252                                                                              CN       4-Chloromethylphenyl                                              253                                                                              CN       2-Trifluoromethylphenyl                                           254                                                                              CN       3-Trifluoromethylphenyl                                           255                                                                              CN       4-Trifluoromethylphenyl                                           256                                                                              CN       2-(Methoxyiminomethyl)phenyl                                      257                                                                              CN       3-(Methoxyiminomethyl)phenyl                                      258                                                                              CN       4-(Methoxyiminomethyl)phenyl                                      259                                                                              CN       2-(Ethoxyiminomethyl)phenyl                                       260                                                                              CN       3-(Ethoxyiminomethyl)phenyl                                       261                                                                              CN       4-(Ethoxyiminomethyl)phenyl                                       262                                                                              CN       2-(n-Propoxyiminomethyl)phenyl                                    263                                                                              CN       3-(n-Propoxyiminomethyl)phenyl                                    264                                                                              CN       4-(n-Propoxyiminomethyl)phenyl                                    265                                                                              CN       2-(iso-Propoxyiminomethyl)phenyl                                  266                                                                              CN       3-(iso-Propoxyiminomethyl)phenyl                                  267                                                                              CN       4-(iso-Propoxyiminomethyl)phenyl                                  268                                                                              CN       2-(n-Butoxyiminomethyl)phenyl                                     269                                                                              CN       3-(n-Butoxyiminomethyl)phenyl                                     270                                                                              CN       4-(n-Butoxyiminomethyl)phenyl                                     271                                                                              CN       2-(iso-Butoxyiminomethyl)phenyl                                   272                                                                              CN       3-(iso-Butoxyiminomethyl)phenyl                                   273                                                                              CN       4-(iso-Butoxyiminomethyl)phenyl                                   274                                                                              CN       2-(tert.-Butoxyiminomethyl)phenyl                                 275                                                                              CN       3-(tert.-Butoxyiminomethyl)phenyl                                 276                                                                              CN       4-(tert.-Butoxyiminomethyl)phenyl                                 277                                                                              CN       2-(n-Pentoxyiminomethyl)phenyl                                    278                                                                              CN       3-(n-Pentoxyiminomethyl)phenyl                                    279                                                                              CN       4-(n-Pentoxyiminomethyl)phenyl                                    280                                                                              CN       2-(n-Hexoxyiminomethyl)phenyl                                     281                                                                              CN       3-(n-Hexoxyiminomethyl)phenyl                                     282                                                                              CN       4-(n-Hexoxyiminomethyl)phenyl                                     283                                                                              CN       2-(Allyloxyiminomethyl)phenyl                                     284                                                                              CN       3-(Allyloxyiminomethyl)phenyl                                     285                                                                              CN       4-(Allyloxyiminomethyl)phenyl                                     286                                                                              CN       2-(Benzyloxyiminomethyl)phenyl                                    287                                                                              CN       3-(Benzyloxyiminomethyl)phenyl                                    288                                                                              CN       4-(Benzyloxyiminomethyl)phenyl                                    289                                                                              CN       2-(Methoxyimino-1'-ethyl)phenyl                                   290                                                                              CN       3-(Methoxyimino-1'-ethyl)phenyl                                   291                                                                              CN       4-(Methoxyimino-1'-ethyl)phenyl                                   292                                                                              CN       2-(Ethoxyimino-1'-ethyl)phenyl                                    293                                                                              CN       3-(Ethoxyimino-1'-ethyl)phenyl                                    294                                                                              CN       4-(Ethoxyimino-1'-ethyl)phenyl                                    295                                                                              CN       2-(n-Propoxyimino-1'-ethyl)phenyl                                 296                                                                              CN       3-(n-Propoxyimino-1'-ethyl)phenyl                                 297                                                                              CN       4-(n-Propoxyimino-1'-ethyl)phenyl                                 298                                                                              CN       2-(n-Butoxyamino-1'-ethyl)phenyl                                  299                                                                              CN       3-(n-Butoxyamino-1'-ethyl)phenyl                                  300                                                                              CN       4-(n-Butoxyamino-1'-ethyl)phenyl                                  301                                                                              CN       2-(n-Pentoxyimino-1'-ethyl)phenyl                                 302                                                                              CN       3-(n-Pentoxyimino-1'-ethyl)phenyl                                 303                                                                              CN       4-(n-Pentoxyimino-1'-ethyl)phenyl                                 304                                                                              CN       2-(n-Hexoxyimino-1'-ethyl)phenyl                                  305                                                                              CN       3-(n-Hexoxyimino-1'-ethyl)phenyl                                  306                                                                              CN       4-(n-Hexoxyimino-1'-ethyl)phenyl                                  307                                                                              CN       2-(Allyloxyimino-1'-ethyl)phenyl                                  308                                                                              CN       3-(Allyloxyimino-1'-ethyl)phenyl                                  309                                                                              CN       4-(Allyloxyimino-1'-ethyl)phenyl                                  310                                                                              CN       2-(Benzyloxyimino-1'-ethyl)phenyl                                 311                                                                              CN       3-(Benzyloxyimino-1'-ethyl)phenyl                                 312                                                                              CN       4-(Benzyloxyimino-1'-ethyl)phenyl                                 313                                                                              CN       2-Phenylphenyl                                                    314                                                                              CN       3-Phenylphenyl                                                    315                                                                              CN       4-Phenylphenyl                                                    316                                                                              CN       2-Phenoxyphenyl                                                   317                                                                              CN       3-Phenoxyphenyl                                                   318                                                                              CN       4-Phenoxyphenyl                                                   319                                                                              CN       2-Benzyloxyphenyl                                                 320                                                                              CN       3-Benzyloxyphenyl                                                 321                                                                              CN       4-Benzyloxyphenyl                                                 322                                                                              CN       4-(Imidazol-1'-yl)phenyl                                          323                                                                              CN       4-(Piperazin-1'-yl)phenyl                                         324                                                                              CN       4-(Morpholin-1'-yl)phenyl                                         325                                                                              CN       4-(Piperidin-1'-yl)phenyl                                         326                                                                              CN       4-(Pyridyl-2'-oxy)phenyl                                          327                                                                              CN       2-Cyclopropylphenyl                                               328                                                                              CN       3-Cyclopropylphenyl                                               329                                                                              CN       4-Cyclopropylphenyl                                               330                                                                              CN       3-Cyclohexylphenyl                                                331                                                                              CN       4-Cyclohexylphenyl                                                332                                                                              CN       4-Oxiranylphenyl                                                  333                                                                              CN       4-(1',3'-Dioxan-2'-yl)phenyl                                      334                                                                              CN       4-(Tetrahydropyran-2-yloxy)phenyl                                 335                                                                              CN       1-Naphthyl                                                        336                                                                              CN       2-Naphthyl                                                        337                                                                              CN       9-Anthryl                                                         338                                                                              CN       1-Naphthoxy                                                       339                                                                              CN       2-Naphthoxy                                                       340                                                                              CN       9-Anthroxy                                                        341                                                                              CN       Phenoxy                                                           342                                                                              CN       2-Chlorophenoxy                                                   343                                                                              CN       3-Chlorophenoxy                                                   344                                                                              CN       4-Chlorophenoxy                                                   345                                                                              CN       4-Methylphenoxy                                                   346                                                                              CN       4-tert.-Butylphenoxy                                              347                                                                              CN       4-Methoxyphenoxy                                                  348                                                                              CN       4-Ethoxyphenoxy                                                   349                                                                              CN       4-tert.-Butoxyphenoxy                                             350                                                                              CN       Phenylthio                                                        351                                                                              CN       2-Chlorophenylthio                                                352                                                                              CN       4-Chlorophenylthio                                                353                                                                              CN       Benzyl                                                            354                                                                              CN       2-Methylbenzyl                                                    355                                                                              CN       3-Methylbenzyl                                                    356                                                                              CN       4-Methylbenzyl                                                    357                                                                              CN       4-tert.-Butylbenzyl                                               358                                                                              CN       2-Chlorobenzyl                                                    359                                                                              CN       3-Chlorobenzyl                                                    360                                                                              CN       4-Chlorobenzyl                                                    361                                                                              CN       2,4-Dichlorobenzyl                                                362                                                                              CN       2,6-Dichlorobenzyl                                                363                                                                              CN       2,4,6-Trichlorobenzyl                                             364                                                                              CN       2-Trifluoromethylbenzyl                                           365                                                                              CN       3-Trifluoromethylbenzyl                                           366                                                                              CN       4-Trifluoromethylbenzyl                                           367                                                                              CN       2-Methoxybenzyl                                                   368                                                                              CN       4-Methoxybenzyl                                                   369                                                                              CN       4-tert.-Butoxybenzyl                                              370                                                                              CN       4-Phenoxybenzyl                                                   371                                                                              CN       1-Phenethyl                                                       372                                                                              CN       2-Phenethyl                                                       373                                                                              CN       1-Phenylpropyl                                                    374                                                                              CN       2-Phenylpropyl                                                    375                                                                              CN       3-Phenylpropyl                                                    376                                                                              CN       2-Methyl-2-phenylpropyl                                           377                                                                              CN       2-Methyl-3-phenylpropyl                                           378                                                                              CN       4-Phenylbutyl                                                     379                                                                              CN       2-Phenyl-1-ethenyl                                                380                                                                              CN       1-Phenyl-1-ethenyl                                                381                                                                              CN       1-Phenyl-1-propenyl                                               382                                                                              CN       1-Phenyl-1-propen-2-yl                                            383                                                                              CN       2,2-Diphenylethenyl                                               384                                                                              CN       Phenoxymethyl                                                     385                                                                              CN       2-Pyridyl                                                         386                                                                              CN       3-Pyridyl                                                         387                                                                              CN       4-Pyridyl                                                         388                                                                              CN       2,6-Pyrimidinyl                                                   389                                                                              CN       1,5-Pyrimidinyl                                                   390                                                                              CN       2-Thienyl                                                         391                                                                              CN       3-Thienyl                                                         392                                                                              CN       2-Furyl                                                           393                                                                              CN       3-Furyl                                                           394                                                                              CN       1-Pyrrolyl                                                        395                                                                              CN       1-Imidazolyl                                                      396                                                                              CN       1,2,4-Triazolyl                                                   397                                                                              CN       1,3,4-Triazolyl                                                   398                                                                              CN       4-Thiazolyl                                                       399                                                                              CN       2-Benzothiazolyl                                                  400                                                                              CN       2-Pyridyloxy                                                      401                                                                              CN       2-Pyrimidinyloxy                                                  402                                                                              CN       2-Pyridylthio                                                     403                                                                              CN       2-Pyrimidinylthio                                                 404                                                                              CN       2-Benzothiazolylthio                                              405                                                                              CN       Phenylthiomethyl                                                  406                                                                              CN       2-Pyridylmethyl                                                   407                                                                              CN       3-Pyridylmethyl                                                   408                                                                              CN       Furfuryloxy                                                       409                                                                              CN       Thienylmethoxy                                                    410                                                                              CN       3-Isoxazolylmethoxy                                               411                                                                              CN       2-Oxazolylmethoxy                                                 412                                                                              CN       2-Pyridylmethoxy                                                  413                                                                              CN       2'-Furyl-2-ethenyl                                                414                                                                              CN       2'-Thienyl-2-ethenyl                                              415                                                                              CN       3'-Pyridyl-2-ethenyl                                              416                                                                              CN       Oxiranyl                                                          417                                                                              CN       1-Aziridinyl                                                      418                                                                              CN       1-Azetidinyl                                                      419                                                                              CN       1-Pyrrolidinyl                                                    420                                                                              CN       2-Tetrahydrofuryl                                                 421                                                                              CN       2-Tetrahydropyranyl                                               422                                                                              CN       3-Tetrahydropyranyl                                               423                                                                              CN       1-Piperidinyl                                                     424                                                                              CN       1-Morpholinyl                                                     425                                                                              CN       1-Piperazinyl                                                     426                                                                              CN       1,3-Dioxan-2-yl                                                   427                                                                              CN       3-Tetrahydrothiopyranyl                                           428                                                                              CN       2-Dihydropyranyloxy                                               429                                                                              CN       2-Tetrahydropyranyloxy                                                                          oil; IR (film): 1439, 1228, 1209, 1050,                                       1025, 767                                       430                                                                              CN       (CH.sub.2).sub.4                                                  431                                                                              CN       (CH.sub.2).sub.5                                                  432                                                                              CN       (CH.sub.2).sub.6                                                  433                                                                              CN                                                                         434                                                                              CN                                                                         435                                                                              CN                                                                                      ##STR21##                                                        436                                                                              CN                                                                                      ##STR22##                                                        437                                                                              CN                                                                                      ##STR23##                                                        438                                                                              CN                                                                                      ##STR24##                                                        439                                                                              CN                                                                                      ##STR25##                                                        440                                                                              CN                                                                                      ##STR26##                                                        441                                                                              CN       CF.sub.3                                                          442                                                                              CN       2-Fluoroethyl                                                     443                                                                              CN       2,2,2-Trifluoroethyl                                              444                                                                              CN       Pentafluoroethyl                                                  445                                                                              CN       Chloromethyl                                                      446                                                                              CN       Dichloromethyl                                                    447                                                                              CN       Trichloromethyl                                                   448                                                                              CN       2-Chloroethyl                                                     449                                                                              CN       2,2,2-Trichloroethyl                                              450                                                                              CN       Pentachloroethyl                                                  451                                                                              CN       Cyclopropyl                                                       452                                                                              CN       Cyclobutyl                                                        453                                                                              CN       Cyclopentyl                                                       454                                                                              CN       Cyclohexyl                                                        455                                                                              CN       1-Methylcyclopropyl                                               456                                                                              CN       2,2-Dimethylcyclopropyl                                           457                                                                              CN       1-Methylcyclohexyl                                                458                                                                              CN       2,2-Difluorocyclopropyl                                           459                                                                              CN       2,2-Dichlorocyclopropyl                                           460                                                                              CN       2,2-Dibromocyclopropyl                                            461                                                                              CN       2,2-Dichloro-3-Methylcyclopropyl                                  462                                                                              CN       2,2,3,3-Tetrafluorocyclobutyl                                     463                                                                              CN       Ethenyl                                                           464                                                                              CN       1-Propenyl                                                        465                                                                              CN       2-Methyl-1-propenyl                                               466                                                                              CN       4-Methylpent-3-en-1-yl                                            467                                                                              CN       2-Propenyl                                                        468                                                                              CN       2-Butenyl                                                         469                                                                              CN       1-Methyl-2-propenyl                                               470                                                                              CN       3-Methyl-2-butenyl                                                471                                                                              CN       2,2-Difluoroethenyl                                               472                                                                              CN       2,2-Dichloroethenyl                                               473                                                                              CN       3,3,3-Trifluoropropenyl                                           474                                                                              CN       3,3,3-Trichloropropenyl                                           475                                                                              CN       3-Chloro-2-propenyl                                               476                                                                              CN       Cyclopent-1-enyl                                                  477                                                                              CN       Cyclopentadienyl                                                  478                                                                              CN       Cyclohex-1-enyl                                                   479                                                                              CN       Pentafluorocyclopentadienyl                                       480                                                                              CN       Pentachlorocyclopentadienyl                                       481                                                                              CN       Styryl                                                            482                                                                              CH.sub.3 Methoxymethyl                                                     483                                                                              CH.sub.3 Ethoxymethyl                                                      484                                                                              CH.sub.3 n-Propoxymethyl                                                   485                                                                              CH.sub.3 iso-Propoxymethyl                                                 486                                                                              CH.sub.3 tert.-Butoxymethyl                                                487                                                                              CH.sub.3 2-Methoxyprop-2-yl                                                488                                                                              CH.sub.3 2-Ethoxyprop-2-yl                                                 489                                                                              CH.sub.3 2-n-Propoxyprop-2-yl                                              490                                                                              CH.sub.3 2-iso-Propoxyprop-2-yl                                            491                                                                              CH.sub.3 2-tert.-Butoxyprop-2-yl                                           492                                                                              CH.sub.3 Methylthiomethyl                                                  493                                                                              CH.sub.3 tert.-Butylthiomethyl                                             494                                                                              CH.sub.3 2-Methylthioprop-2-yl                                             495                                                                              CH.sub.3 2-iso-Propylthioprop-2-yl                                         496                                                                              CH.sub.3 2-tert.-Butylthioprop-2-yl                                        497                                                                              CH.sub.3 Methyl            m.p. 68-71° C.; IR (KBr): 1137,                                        1298, 1067, 1023, 1007, 771                     498                                                                              CH.sub.3 Ethyl                                                             499                                                                              CH.sub.3 n-Propyl                                                          500                                                                              CH.sub.3 iso-Propyl                                                        501                                                                              CH.sub.3 n-Butyl                                                           502                                                                              CH.sub.3 iso-Butyl                                                         503                                                                              CH.sub.3 sec.-Butyl                                                        504                                                                              CH.sub.3 tert.-Butyl                                                       505                                                                              CH.sub.3 n-Hexyl                                                           506                                                                              CH.sub.3 n-Decyl                                                           507                                                                              CH.sub.3 Cyclopropyl                                                       508                                                                              CH.sub.3 Cyclohexyl                                                        509                                                                              CH.sub.3 Phenylthiomethyl                                                  510                                                                              CH.sub.3 2-Phenylthiomethyl                                                511                                                                              CH.sub.3 2-(2'-Chlorophenylthio)prop-2-yl                                  512                                                                              CH.sub.3 Ethynyl                                                           513                                                                              CH.sub.3 1-Propynyl                                                        514                                                                              CH.sub.3 Methoxy                                                           515                                                                              CH.sub.3 Ethoxy                                                            516                                                                              CH.sub.3 n-Propoxy                                                         517                                                                              CH.sub.3 iso-Propoxy                                                       518                                                                              CH.sub.3 n-Butoxy                                                          519                                                                              CH.sub.3 iso-Butoxy                                                        520                                                                              CH.sub.3 sec.-Butoxy                                                       521                                                                              CH.sub.3 tert.-Butoxy                                                      522                                                                              CH.sub.3 Methylthio                                                        523                                                                              CH.sub.3 Ethylthio                                                         524                                                                              CH.sub.3 n-Propylthio                                                      525                                                                              CH.sub.3 iso-Propylthio                                                    526                                                                              CH.sub.3 n-Butylthio                                                       527                                                                              CH.sub.3 iso-Butylthio                                                     528                                                                              CH.sub.3 sec.-Butylthio                                                    529                                                                              CH.sub.3 tert.-Butylthio                                                   530                                                                              CH.sub.3 Benzylthio                                                        531                                                                              CH.sub.3 Trifluoromethoxy                                                  532                                                                              CH.sub.3 Cyano                                                             533                                                                              CH.sub.3 Amino                                                             534                                                                              CH.sub.3 Methylamino                                                       535                                                                              CH.sub.3 Dimethylamino                                                     536                                                                              CH.sub.3 Ethylamino                                                        537                                                                              CH.sub.3 Diethylamino                                                      538                                                                              CH.sub.3 Di-n-Propylamino                                                  539                                                                              CH.sub.3 Di-iso-Propylamino                                                540                                                                              CH.sub.3 Di-n-Butylamino                                                   541                                                                              CH.sub.3 Di-iso-Butylamino                                                 542                                                                              CH.sub.3 Acetyl                                                            543                                                                              CH.sub.3 Propion-1-yl                                                      544                                                                              CH.sub.3 Butyr-1-yl                                                        545                                                                              CH.sub.3 iso-Butyr-1-yl                                                    546                                                                              CH.sub.3 Pivaloyl                                                          547                                                                              CH.sub.3 Benzoyl                                                           548                                                                              CH.sub.3 4-Chlorobenzoyl                                                   549                                                                              CH.sub.3 Benzylcarbonyl                                                    550                                                                              CH.sub.3 Methoxycarbonyl                                                   551                                                                              CH.sub.3 Ethoxycarbonyl                                                    552                                                                              CH.sub.3 n-Propoxycarbonyl                                                 553                                                                              CH.sub.3 iso-Propoxycarbonyl                                               554                                                                              CH.sub.3 n-Butoxycarbonyl                                                  555                                                                              CH.sub.3 iso-Butoxycarbonyl                                                556                                                                              CH.sub.3 sec.-Butoxycarbonyl                                               557                                                                              CH.sub.3 tert.-Butoxycarbonyl                                              558                                                                              CH.sub.3 n-Hexoxycarbonyl                                                  559                                                                              CH.sub.3 Phenoxycarbonyl                                                   560                                                                              CH.sub.3 4-Chlorophenoxycarbonyl                                           561                                                                              CH.sub.3 Benzyloxycarbonyl                                                 562                                                                              CH.sub.3 Aminocarbonyl                                                     563                                                                              CH.sub.3 Dimethylaminocarbonyl                                             564                                                                              CH.sub.3 Diethylaminocarbonyl                                              565                                                                              CH.sub.3 Di-iso-Propylaminocarbonyl                                        566                                                                              CH.sub.3 Phenylaminocarbonyl                                               567                                                                              CH.sub.3 N-Methyl-N-Phenylaminocarbonyl                                    568                                                                              CH.sub.3 Phenyl                                                            569                                                                              CH.sub.3 2-Fluorophenyl    m.p.: 89-91° C.; IR (KBr): 1732,                                       1071, 1012, 998, 768                            570                                                                              CH.sub.3 3-Fluorophenyl    m.p.: 83-85° C.; IR (KBr): 1724,                                       1204, 1067, 1031, 1015, 955                     571                                                                              CH.sub.3 4-Fluorophenyl    m.p.: 76-8° C.;                                                        IR (KBr): 1737, 1510, 1302, 1224, 1072,                                       1031, 1015, 933                                 572                                                                              CH.sub.3 Pentafluorophenyl                                                 573                                                                              CH.sub.3 2-Chlorophenyl                                                    574                                                                              CH.sub.3 3-Chlorophenyl    m.p.: 61-63° C.; IR (KBr): 1735,                                       1070, 1015, 1002, 785                           575                                                                              CH.sub.3 4-Chlorophenyl    oil; IR (film): 1708, 1634, 1256, 1129          576                                                                              CH.sub.3 Pentachlorophenyl                                                 577                                                                              CH.sub.3 2,3-Dichlorophenyl                                                578                                                                              CH.sub.3 2,4-Dichlorophenyl                                                579                                                                              CH.sub.3 2,5-Dichlorophenyl                                                580                                                                              CH.sub.3 2,6-Dichlorophenyl                                                581                                                                              CH.sub.3 3,4-Dichlorophenyl                                                582                                                                              CH.sub.3 3,5-Dichlorophenyl                                                                              m.p.: 95-7° C.;                                                        IR (KBr): 1723, 1556, 1224, 1067, 1030,                                       1014, 957                                       583                                                                              CH.sub.3 2,3,4-Trichlorophenyl                                                                           m.p.: 118-20° C.;                        584                                                                              CH.sub.3 2,3,5-Trichlorophenyl                                             585                                                                              CH.sub.3 2,3,6-Trichlorophenyl                                             586                                                                              CH.sub.3 2,4,5-Trichlorophenyl                                             587                                                                              CH.sub.3 2,4,6-Trichlorophenyl                                             588                                                                              CH.sub.3 3,4,5-Trichlorophenyl                                             589                                                                              CH.sub.3 2,3,4,6-Tetrachlorophenyl                                         590                                                                              CH.sub.3 2,3,5,6-Tetrachlorophenyl                                         591                                                                              CH.sub.3 2-Bromophenyl                                                     592                                                                              CH.sub.3 3-Bromophenyl     m.p.: 80-4° C.;                                                        IR (KBr): 1723, 1556, 1224, 1067, 1030,                                       1014, 957                                       593                                                                              CH.sub.3 4-Bromophenyl     m.p.: 73-75° C.;                                                       IR (KBr): 1736, 1071, 1029, 1015, 932           594                                                                              CH.sub.3 2,4-Dibromophenyl                                                 595                                                                              CH.sub.3 3-Bromo-4-fluorophenyl                                            596                                                                              CH.sub.3 3-Bromo-4-methoxyphenyl                                           597                                                                              CH.sub.3 2-Iodophenyl                                                      598                                                                              CH.sub.3 3-Iodophenyl                                                      599                                                                              CH.sub.3 4-Iodophenyl                                                      600                                                                              CH.sub.3 2-Chloro-4-fluorophenyl                                           601                                                                              CH.sub.3 2-Chloro-5-fluorophenyl                                           602                                                                              CH.sub.3 2-Chloro-6-fluorophenyl                                           603                                                                              CH.sub.3 2-Chloro-4-bromophenyl                                            604                                                                              CH.sub.3 2-Bromo-4-chlorophenyl                                            605                                                                              CH.sub.3 2-Bromo-4-fluorophenyl                                            606                                                                              CH.sub.3 3-Bromo-4-chlorophenyl                                            607                                                                              CH.sub.3 3-Chloro-4-fluorophenyl                                           608                                                                              CH.sub.3 3-Fluoro-4-chlorophenyl                                           609                                                                              CH.sub.3 2-Cyanophenyl                                                     610                                                                              CH.sub.3 3-Cyanophenyl                                                     611                                                                              CH.sub.3 4-Cyanophenyl                                                     612                                                                              CH.sub.3 2-Nitrophenyl                                                     613                                                                              CH.sub.3 3-Nitrophenyl                                                     614                                                                              CH.sub.3 4-Nitrophenyl     m.p.: 88-90° C.;                                                       IR (KBr): 1725, 1512, 1342, 1219, 1068,                                       1009, 854                                       615                                                                              CH.sub.3 2-Methylphenyl                                                    616                                                                              CH.sub.3 3-Methylphenyl    m.p.: 93-96° C.;                         617                                                                              CH.sub.3 4-Methylphenyl    m.p.: 82-84° C.; IR (KBr): 1722,                                       1068, 1038, 1015, 920                           618                                                                              CH.sub.3 2,4-Dimethylphenyl                                                619                                                                              CH.sub.3 2,6-Dimethylphenyl                                                620                                                                              CH.sub.3 3,4-Dimethylphenyl                                                621                                                                              CH.sub.3 3,5-Dimethylphenyl                                                622                                                                              CH.sub.3 2,3,4-Trimethylphenyl                                             623                                                                              CH.sub.3 2,3,5-Trimethylphenyl                                             624                                                                              CH.sub.3 2,3,6-Trimethylphenyl                                             625                                                                              CH.sub.3 2,4,5-Trimethylphenyl                                             626                                                                              CH.sub.3 2,4,6-Trimethylphenyl                                             627                                                                              CH.sub.3 3,4,5-Trimethylphenyl                                             628                                                                              CH.sub.3 Pentamethylphenyl                                                 629                                                                              CH.sub.3 2-Ethylphenyl                                                     630                                                                              CH.sub.3 3-Ethylphenyl                                                     631                                                                              CH.sub.3 4-Ethylphenyl                                                     632                                                                              CH.sub.3 3,5-Diethylphenyl                                                 633                                                                              CH.sub.3 2-n-Propylphenyl                                                  634                                                                              CH.sub.3 3-n-Propylphenyl                                                  635                                                                              CH.sub.3 4-n-Propylphenyl                                                  636                                                                              CH.sub.3 2-iso-Propylphenyl                                                637                                                                              CH.sub.3 3-iso-Propylphenyl                                                638                                                                              CH.sub.3 4-iso-Propylphenyl                                                639                                                                              CH.sub.3 2,4-Di-iso-Propylphenyl                                           640                                                                              CH.sub.3 3,5-Di-iso-Propylphenyl                                           641                                                                              CH.sub.3 4-n-Butylphenyl                                                   642                                                                              CH.sub.3 4-sec.-Butylphenyl                                                643                                                                              CH.sub.3 4-iso-Butylphenyl                                                 644                                                                              CH.sub.3 4-tert.-Butylphenyl                                                                             m.p.: 45-50° C.;                         645                                                                              CH.sub.3 3-tert.-Butylphenyl                                               646                                                                              CH.sub.3 2-tert.-Butylphenyl                                               647                                                                              CH.sub.3 2,4-Di-tert.-Butylphenyl                                          648                                                                              CH.sub.3 3,5-Di-tert.-Butylphenyl                                          649                                                                              CH.sub.3 4-n-Hexylphenyl                                                   650                                                                              CH.sub.3 4-n-Dodecylphenyl                                                 651                                                                              CH.sub.3 2-Methyl-4-tert.-Butylphenyl                                      652                                                                              CH.sub.3 2-Methyl-6-tert.-Butylphenyl                                      653                                                                              CH.sub.3 2-Methyl-4-iso-Propylphenyl                                       654                                                                              CH.sub.3 2-Methyl-4-Cyclohexylphenyl                                       655                                                                              CH.sub.3 2-Methyl-4-Phenylphenyl                                           656                                                                              CH.sub.3 2-Methyl-4-Benzylphenyl                                           657                                                                              CH.sub.3 2-Methyl-4-Phenoxyphenyl                                          658                                                                              CH.sub.3 2-Methyl-4-Benzyloxyphenyl                                        659                                                                              CH.sub.3 2-Methyl-3-Chlorophenyl                                           660                                                                              CH.sub.3 2-Methyl-4-Chlorophenyl                                           661                                                                              CH.sub.3 2-Methyl-5-Chlorophenyl                                           662                                                                              CH.sub.3 2-Methyl-6-chlorophenyl                                           663                                                                              CH.sub.3 2-Methyl-4-fluorophenyl                                           664                                                                              CH.sub.3 2-Methyl-3-bromophenyl                                            665                                                                              CH.sub.3 2-Methyl-4-bromophenyl                                            666                                                                              CH.sub.3 2-Methyl-3-methoxyphenyl                                          667                                                                              CH.sub.3 2-Methyl-4-methoxyphenyl                                          668                                                                              CH.sub.3 2-Methyl-5-methoxyphenyl                                          669                                                                              CH.sub.3 2-Methyl-6-methoxyphenyl                                          670                                                                              CH.sub.3 2-Methyl-4-iso-Propoxyphenyl                                      671                                                                              CH.sub.3 2-Methyl-2,5-dimethoxyphenyl                                      672                                                                              CH.sub.3 2-Methoxyphenyl   m.p.: 74-6° C.;                                                        IR (KBr): 1741, 1433, 1295, 1249, 1224,                                       1067, 1022, 878                                 673                                                                              CH.sub.3 3-Methoxyphenyl                                                   674                                                                              CH.sub.3 4-Methoxyphenyl   m.p.: 89-91° C.;                         675                                                                              CH.sub.3 2,3-Dimethoxyphenyl                                               676                                                                              CH.sub.3 2,4-Dimethoxyphenyl                                               677                                                                              CH.sub.3 2,5-Dimethoxyphenyl                                               678                                                                              CH.sub.3 2,6-Dimethoxyphenyl                                               679                                                                              CH.sub.3 3,4-Dimethoxyphenyl                                               680                                                                              CH.sub.3 3,5-Dimethoxyphenyl                                               681                                                                              CH.sub.3 3,6-Dimethoxyphenyl                                               682                                                                              CH.sub.3 2,3,4-Trimethoxyphenyl                                            683                                                                              CH.sub.3 2,3,5-Trimethoxyphenyl                                            684                                                                              CH.sub.3 2,3,6-Trimethoxyphenyl                                            685                                                                              CH.sub.3 2,4,5-Trimethoxyphenyl                                            686                                                                              CH.sub.3 2,4,6-Trimethoxyphenyl                                            687                                                                              CH.sub.3 3,4,5-Trimethoxyphenyl                                            688                                                                              CH.sub.3 2-Ethoxyphenyl                                                    689                                                                              CH.sub.3 3-Ethoxyphenyl                                                    690                                                                              CH.sub.3 4-Ethoxyphenyl                                                    691                                                                              CH.sub.3 2-iso-Propoxyphenyl                                               692                                                                              CH.sub.3 3-iso-Propoxyphenyl                                               693                                                                              CH.sub.3 4-iso-Propoxyphenyl                                               694                                                                              CH.sub.3 3-tert.-Butoxyphenyl                                              695                                                                              CH.sub.3 4-tert.-Butoxyphenyl                                              696                                                                              CH.sub.3 2-Trifluoromethoxyphenyl                                          697                                                                              CH.sub.3 3-Trifluoromethoxyphenyl                                          698                                                                              CH.sub.3 4-Trifluoromethoxyphenyl                                          699                                                                              CH.sub.3 3-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                           700                                                                              CH.sub.3 4-(1',1',2',2'-Tetrafluoro)ethoxyphenyl                           701                                                                              CH.sub.3 2-Chloromethylphenyl                                              702                                                                              CH.sub.3 3-Chloromethylphenyl                                              703                                                                              CH.sub.3 4-Chloromethylphenyl                                              704                                                                              CH.sub.3 2-Trifluoromethylphenyl                                                                         m.p.: 78-80° C.; IR (KBr): 1741,                                       1315, 1116, 1068, 1010                          705                                                                              CH.sub.3 3-Trifluoromethylphenyl                                                                         m.p.: 70-72° C.;                                                       IR (KBr): 1740, 1297, 1281, 1164, 1124,                                       1073, 1010                                      706                                                                              CH.sub.3 4-Trifluoromethylphenyl                                                                         m.p.: 57-58° C.; (IR (KBr): 1728,                                      1333, 1318, 1106, 1069, 986                     707                                                                              CH.sub.3 2-(Methoxyiminomethyl)phenyl                                      708                                                                              CH.sub.3 3-(Methoxyiminomethyl)phenyl                                      709                                                                              CH.sub.3 4-(Methoxyiminomethyl)phenyl                                      710                                                                              CH.sub.3 2-(Ethoxyiminomethyl)phenyl                                       711                                                                              CH.sub.3 3-(Ethoxyiminomethyl)phenyl                                       712                                                                              CH.sub.3 4-(Ethoxyiminomethyl)phenyl                                       713                                                                              CH.sub.3 2-(n-Propoxyiminomethyl)phenyl                                    714                                                                              CH.sub.3 3-(n-Propoxyiminomethyl)phenyl                                    715                                                                              CH.sub.3 4-(n-Propoxyiminomethyl)phenyl                                    716                                                                              CH.sub.3 2-(iso-Propoxyiminomethyl)phenyl                                  717                                                                              CH.sub.3 3-(iso-Propoxyiminomethyl)phenyl                                  718                                                                              CH.sub.3 4-(iso-Propoxyiminomethyl)phenyl                                  719                                                                              CH.sub.3 2-(n-Butoxyiminomethyl)phenyl                                     720                                                                              CH.sub.3 3-(n-Butoxyiminomethyl)phenyl                                     721                                                                              CH.sub.3 4-(n-Butoxyiminomethyl)phenyl                                     722                                                                              CH.sub.3 2-(iso-Butoxyiminomethyl)phenyl                                   723                                                                              CH.sub.3 3-(iso-Butoxyiminomethyl)phenyl                                   724                                                                              CH.sub.3 4-(iso-Butoxyiminomethyl)phenyl                                   725                                                                              CH.sub.3 2-(tert.-Butoxyiminomethyl)phenyl                                 726                                                                              CH.sub.3 3-(tert.-Butoxyiminomethyl)phenyl                                 727                                                                              CH.sub.3 4-(tert.-Butoxyiminomethyl)phenyl                                 728                                                                              CH.sub.3 2-(n-Pentoxyiminomethyl)phenyl                                    729                                                                              CH.sub.3 3-(n-Pentoxyiminomethyl)phenyl                                    730                                                                              CH.sub.3 4-(n-Pentoxyiminomethyl)phenyl                                    731                                                                              CH.sub.3 2-(n-Hexoxyiminomethyl)phenyl                                     732                                                                              CH.sub.3 3-(n-Hexoxyiminomethyl)phenyl                                     733                                                                              CH.sub.3 4-(n-Hexoxyiminomethyl)phenyl                                     734                                                                              CH.sub.3 2-(Allyloxyiminomethyl)phenyl                                     735                                                                              CH.sub.3 3-(Allyloxyiminomethyl)phenyl                                     736                                                                              CH.sub.3 4-(Allyloxyiminomethyl)phenyl                                     737                                                                              CH.sub.3 2-(Benzyloxyiminomethyl)phenyl                                    738                                                                              CH.sub.3 3-(Benzyloxyiminomethyl)phenyl                                    739                                                                              CH.sub.3 4-(Benzyloxyiminomethyl)phenyl                                    740                                                                              CH.sub.3 2-(Methoxyimino-1'-ethyl)phenyl                                   741                                                                              CH.sub.3 3-(Methoxyimino-1'-ethyl)phenyl                                   742                                                                              CH.sub.3 4-(Methoxyimino-1'-ethyl)phenyl                                   743                                                                              CH.sub.3 2-(Ethoxyimino-1'-ethyl)phenyl                                    744                                                                              CH.sub.3 3-(Ethoxyimino-1'-ethyl)phenyl                                    745                                                                              CH.sub.3 4-(Ethoxyimino-1'-ethyl)phenyl                                    746                                                                              CH.sub.3 2-(n-Propoxyimino-1'-ethyl)phenyl                                 747                                                                              CH.sub.3 3-(n-Propoxyimino-1'-ethyl)phenyl                                 748                                                                              CH.sub.3 4-(n-Propoxyimino-1'-ethyl)phenyl                                 749                                                                              CH.sub.3 2-(n-Butoxyamino-1'-ethyl)phenyl                                  750                                                                              CH.sub.3 3-(n-Butoxyamino-1'-ethyl)phenyl                                  751                                                                              CH.sub.3 4-(n-Butoxyamino-1'-ethyl)phenyl                                  752                                                                              CH.sub.3 2-(n-Pentoxyimino-1'-ethyl)phenyl                                 753                                                                              CH.sub.3 3-(n-Pentoxyimino-1'-ethyl)phenyl                                 754                                                                              CH.sub.3 4-(n-Pentoxyimino-1'-ethyl)phenyl                                 755                                                                              CH.sub.3 2-(n-Hexoxyimino-1'-ethyl)phenyl                                  756                                                                              CH.sub.3 3-(n-Hexoxyimino-1'-ethyl)phenyl                                  757                                                                              CH.sub.3 4-(n-Hexoxyimino-1'-ethyl)phenyl                                  758                                                                              CH.sub.3 2-(Allyloxyimino-1'-ethyl)phenyl                                  759                                                                              CH.sub.3 3-(Allyloxyimino-1'-ethyl)phenyl                                  760                                                                              CH.sub.3 4-(Allyloxyimino-1'-ethyl)phenyl                                  761                                                                              CH.sub.3 2-(Benzyloxyimino-1'-ethyl)phenyl                                 762                                                                              CH.sub.3 3-(Benzyloxyimino-1'-ethyl)phenyl                                 763                                                                              CH.sub.3 4-(Benzyloxyimino-1'-ethyl)phenyl                                 764                                                                              CH.sub.3 2-Phenylphenyl                                                    765                                                                              CH.sub.3 3-Phenylphenyl                                                    766                                                                              CH.sub.3 4-Phenylphenyl                                                    767                                                                              CH.sub.3 2-Phenoxyphenyl                                                   768                                                                              CH.sub.3 3-Phenoxyphenyl                                                   769                                                                              CH.sub.3 4-Phenoxyphenyl   m.p.: 91-3° C.;                                                        IR (KBr): 1732, 1587, 1491, 1241, 1071,                                       1014, 995, 769                                  770                                                                              CH.sub.3 2-Benzyloxyphenyl                                                 771                                                                              CH.sub.3 3-Benzyloxyphenyl                                                 772                                                                              CH.sub.3 4-Benzyloxyphenyl                                                 773                                                                              CH.sub.3 4-(Imidazol-1'-yl)phenyl                                          774                                                                              CH.sub.3 4-(Piperazin-1'-yl)phenyl                                         775                                                                              CH.sub.3 4-(Morpholin-1'-yl)phenyl                                         776                                                                              CH.sub.3 4-(Piperadin-1'-yl)phenyl                                         777                                                                              CH.sub.3 4-(Pyridyl-2'-oxy)phenyl                                          778                                                                              CH.sub.3 2-Cyclopropylphenyl                                               779                                                                              CH.sub.3 3-Cyclopropylphenyl                                               780                                                                              CH.sub.3 4-Cyclopropylphenyl                                               781                                                                              CH.sub.3 3-Cyclohexylphenyl                                                782                                                                              CH.sub.3 4-Cyclohexylphenyl                                                                              m.p.: 53-5° C.;                          783                                                                              CH.sub.3 4-Oxiranylphenyl                                                  784                                                                              CH.sub.3 4-(1',3'-Dioxan-2'-yl)phenyl                                      785                                                                              CH.sub.3 4-(Tetrahydropyran-2-yloxy)phenyl                                 786                                                                              CH.sub.3 1-Naphthyl                                                        787                                                                              CH.sub.3 2-Naphthyl                                                        788                                                                              CH.sub.3 9-Anthryl                                                         789                                                                              CH.sub.3 1-Naphthoxy                                                       790                                                                              CH.sub.3 2-Naphthoxy                                                       791                                                                              CH.sub.3 9-Anthroxy                                                        792                                                                              CH.sub.3 Phenoxy                                                           793                                                                              CH.sub.3 2-Chlorophenoxy                                                   794                                                                              CH.sub.3 3-Chlorophenoxy                                                   795                                                                              CH.sub.3 4-Chlorophenoxy                                                   796                                                                              CH.sub.3 4-Methylphenoxy                                                   797                                                                              CH.sub.3 4-tert.-Butylphenoxy                                              798                                                                              CH.sub.3 4-Methoxyphenoxy                                                  799                                                                              CH.sub.3 4-Ethoxyphenoxy                                                   800                                                                              CH.sub.3 4-tert.-Butoxyphenoxy                                             801                                                                              CH.sub.3 Phenylthio                                                        802                                                                              CH.sub.3 2-Chlorophenylthio                                                803                                                                              CH.sub.3 4-Chlorophenylthio                                                804                                                                              CH.sub.3 Benzyl                                                            805                                                                              CH.sub.3 2-Methylbenzyl                                                    806                                                                              CH.sub.3 3-Methylbenzyl                                                    807                                                                              CH.sub.3 4-Methylbenzyl                                                    808                                                                              CH.sub.3 4-tert.-Butylbenzyl                                               809                                                                              CH.sub.3 2-Chlorobenzyl                                                    810                                                                              CH.sub.3 3-Chlorobenzyl                                                    811                                                                              CH.sub.3 4-Chlorobenzyl                                                    812                                                                              CH.sub.3 2,4-Dichlorobenzyl                                                813                                                                              CH.sub.3 2,6-Dichlorobenzyl                                                814                                                                              CH.sub.3 2,4,6-Trichlorobenzyl                                             815                                                                              CH.sub.3 2-Trifluoromethylbenzyl                                           816                                                                              CH.sub.3 3-Trifluoromethylbenzyl                                           817                                                                              CH.sub.3 4-Trifluoromethylbenzyl                                           818                                                                              CH.sub.3 2-Methoxybenzyl                                                   819                                                                              CH.sub.3 4-Methoxybenzyl                                                   820                                                                              CH.sub.3 4-tert.-Butoxybenzyl                                              821                                                                              CH.sub.3 4-Phenoxybenzyl                                                   822                                                                              CH.sub.3 1-Phenethyl                                                       823                                                                              CH.sub.3 2-Phenethyl                                                       824                                                                              CH.sub.3 1-Phenylpropyl                                                    825                                                                              CH.sub.3 2-Phenylpropyl                                                    826                                                                              CH.sub.3 3-Phenylpropyl                                                    827                                                                              CH.sub.3 2-Methyl-2-phenylpropyl                                           828                                                                              CH.sub.3 2-Methyl-3-phenylpropyl                                           829                                                                              CH.sub.3 4-Phenylbutyl                                                     830                                                                              CH.sub.3 2-Phenyl-1-ethenyl                                                831                                                                              CH.sub.3 1-Phenyl-1-ethenyl                                                832                                                                              CH.sub.3 1-Phenyl-1-propenyl                                               833                                                                              CH.sub.3 1-Phenyl-1-propen-2-yl                                            834                                                                              CH.sub.3 2,2-Diphenylethenyl                                               835                                                                              CH.sub.3 Phenoxymethyl                                                     836                                                                              CH.sub.3 2-Pyridyl                                                         837                                                                              CH.sub.3 3-Pyridyl                                                         838                                                                              CH.sub.3 4-Pyridyl                                                         839                                                                              CH.sub.3 2,6-Pyrimidinyl                                                   840                                                                              CH.sub.3 1,5-Pyrimidinyl                                                   841                                                                              CH.sub.3 2-Thienyl                                                         842                                                                              CH.sub.3 3-Thienyl                                                         843                                                                              CH.sub.3 2-Furyl                                                           844                                                                              CH.sub.3 3-Furyl                                                           845                                                                              CH.sub.3 1-Pyrrolyl                                                        846                                                                              CH.sub.3 1-Imidazolyl                                                      847                                                                              CH.sub.3 1,2,4-Triazolyl                                                   848                                                                              CH.sub.3 1,3,4-Triazolyl                                                   849                                                                              CH.sub.3 4-Thiazolyl                                                       850                                                                              CH.sub.3 2-Benzothiazolyl                                                  851                                                                              CH.sub.3 2-Pyridyloxy                                                      852                                                                              CH.sub.3 2-Pyrimidinyloxy                                                  853                                                                              CH.sub.3 2-Pyridylthio                                                     854                                                                              CH.sub.3 2-Pyrimidinylthio                                                 855                                                                              CH.sub.3 2-Benzothiazolylthio                                              856                                                                              CH.sub.3 Phenylthiomethyl                                                  857                                                                              CH.sub.3 2-Pyridylmethyl                                                   858                                                                              CH.sub.3 3-Pyridylmethyl                                                   859                                                                              CH.sub.3 Furfuryloxy                                                       860                                                                              CH.sub.3 Thienylmethoxy                                                    861                                                                              CH.sub.3 3-Isoxazolylmethoxy                                               862                                                                              CH.sub.3 2-Oxazolylmethoxy                                                 863                                                                              CH.sub.3 2-Pyridylmethoxy                                                  864                                                                              CH.sub.3 2'-Furyl-2-ethenyl                                                865                                                                              CH.sub.3 2'-Thienyl-2-ethenyl                                              866                                                                              CH.sub.3 3'-Pyridyl-2-ethenyl                                              867                                                                              CH.sub.3 Oxiranyl                                                          868                                                                              CH.sub.3 1-Aziridinyl                                                      869                                                                              CH.sub.3 1-Azetidinyl                                                      870                                                                              CH.sub.3 1-Pyrrolidinyl                                                    871                                                                              CH.sub.3 2-Tetrahydrofuryl                                                 872                                                                              CH.sub.3 2-Tetrahydropyranyl                                               873                                                                              CH.sub.3 3-Tetrahydropyranyl                                               874                                                                              CH.sub.3 1-Piperidinyl                                                     875                                                                              CH.sub.3 1-Morpholinyl                                                     876                                                                              CH.sub.3 1-Piperazinyl                                                     877                                                                              CH.sub.3 1,3-Dioxan-2-yl                                                   878                                                                              CH.sub.3 3-Tetrahydrothiopyranyl                                           879                                                                              CH.sub.3 2-Dihydropyranyloxy                                               880                                                                              CH.sub.3 2-Tetrahydropyranyloxy                                            881                                                                              CH.sub.3 CF.sub.3                                                          882                                                                              CH.sub.3 2-Fluoroethyl                                                     883                                                                              CH.sub.3 2,2,2-Trifluoroethyl                                              884                                                                              CH.sub.3 Pentafluoroethyl                                                  885                                                                              CH.sub.3 Chloromethyl                                                      886                                                                              CH.sub.3 Dichloromethyl                                                    887                                                                              CH.sub.3 Trichloromethyl                                                   888                                                                              CH.sub.3 2-Chloroethyl                                                     889                                                                              CH.sub.3 2,2,2-Trichloroethyl                                              890                                                                              CH.sub.3 Pentachloroethyl                                                  891                                                                              CH.sub.3 Cyclopropyl                                                       892                                                                              CH.sub.3 Cyclobutyl                                                        893                                                                              CH.sub.3 Cyclopentyl                                                       894                                                                              CH.sub.3 Cyclohexyl                                                        895                                                                              CH.sub.3 1-Methylcyclopropyl                                               896                                                                              CH.sub.3 2,2-Dimethylcyclopropyl                                           897                                                                              CH.sub.3 1-Methylcyclohexyl                                                898                                                                              CH.sub.3 2,2-Difluorocyclopropyl                                           899                                                                              CH.sub.3 2,2-Dichlorocyclopropyl                                           900                                                                              CH.sub.3 2,2-Dibromocyclopropyl                                            901                                                                              CH.sub.3 2,2-Dichloro-3-Methylcyclopropyl                                  902                                                                              CH.sub.3 2,2,3,3-Tetrafluorocyclobutyl                                     903                                                                              CH.sub.3 Ethenyl                                                           904                                                                              CH.sub.3 1-Propenyl                                                        905                                                                              CH.sub.3 2-Methyl-1-propenyl                                               906                                                                              CH.sub.3 4-Methylpent-3-en-1-yl                                            907                                                                              CH.sub.3 2-Propenyl                                                        908                                                                              CH.sub.3 2-Butenyl                                                         909                                                                              CH.sub.3 1-Methyl-2-propenyl                                               910                                                                              CH.sub.3 3-Methyl-2-butenyl                                                911                                                                              CH.sub.3 2,2-Difluoroethenyl                                               912                                                                              CH.sub.3 2,2-Dichloroethenyl                                               913                                                                              CH.sub.3 3,3,3-Trifluoropropenyl                                           914                                                                              CH.sub.3 3,3,3-Trichloropropenyl                                           915                                                                              CH.sub.3 3-Chloro-2-propenyl                                               916                                                                              CH.sub.3 Cyclopent-1-enyl                                                  917                                                                              CH.sub.3 Cyclopentadienyl                                                  918                                                                              CH.sub.3 Cyclohex-1-enyl                                                   919                                                                              CH.sub.3 Pentafluorocyclopentadienyl                                       920                                                                              CH.sub.3 Pentachlorocyclopentadienyl                                       921                                                                              Phenyl   Phenyl                                                            922                                                                              Phenyl   2-Fluorophenyl                                                    923                                                                              Phenyl   4-Fluorophenyl                                                    924                                                                              Phenyl   2-Chlorophenyl                                                    925                                                                              Phenyl   3-Chlorophenyl                                                    926                                                                              Phenyl   4-Chlorophenyl                                                    927                                                                              Phenyl   3,4-Dichlorophenyl                                                928                                                                              Phenyl   4-Nitrophenyl                                                     929                                                                              Phenyl   2-CF.sub.3 -Phenyl                                                930                                                                              Phenyl   3-CF.sub.3 -Phenyl                                                931                                                                              Phenyl   4-CF.sub.3 -Phenyl                                                932                                                                              Phenyl   2-Methylphenyl                                                    933                                                                              Phenyl   3-Methylphenyl                                                    934                                                                              Phenyl   4-Methylphenyl                                                    935                                                                              Phenyl   2,4-Dimethylphenyl                                                936                                                                              Phenyl   4-tert.-Butylphenyl                                               937                                                                              Phenyl   4-Methoxyphenyl                                                   938                                                                              4-Fluorophenyl                                                                         4-Fluorophenyl                                                    939                                                                              2-Fluorophenyl                                                                         4-Fluorophenyl                                                    940                                                                              2-Chlorophenyl                                                                         4-Fluorophenyl                                                    941                                                                              2-Chlorophenyl                                                                         2-Chlorophenyl                                                    942                                                                              3-Chlorophenyl                                                                         3-Chlorophenyl                                                    943                                                                              4-Chlorophenyl                                                                         4-Chlorophenyl                                                    944                                                                              2-Chlorophenyl                                                                         4-Chlorophenyl                                                    945                                                                              4-Methoxyphenyl                                                                        4-Methoxyphenyl                                                   946                                                                              4-Dimethyl-                                                                            4-Dimethylaminophenyl                                                aminophenyl                                                                947                                                                              Phenyl   Naphthyl                                                          948                                                                              Ethyl    Ethyl                                                             949                                                                              Ethyl    n-Propyl                                                          950                                                                              Ethyl    iso-Propyl                                                        951                                                                              Ethyl    n-Butyl                                                           952                                                                              Ethyl    iso-Butyl                                                         953                                                                              Ethyl    2-Methyl-butyl                                                    954                                                                              Ethyl    Benzyl                                                            955                                                                              n-Propyl n-Propyl                                                          956                                                                              iso-Propyl                                                                             iso-Propyl                                                        957                                                                              n-Butyl  n-Butyl                                                           958                                                                              iso-Butyl                                                                              iso-Butyl                                                         959                                                                              tert.-Butyl                                                                            tert.-Butyl                                                       960                                                                              Benzyl   Benzyl                                                            961                                                                              Pentachloroethyl                                                                       Pentachloroethyl                                                  962                                                                              n-Hexyl  n-Hexyl                                                           963                                                                              Ethoxycarbonyl                                                                         Ethoxycarbonyl                                                    964                                                                              Phenyl   Benzoyl                                                           965                                                                              Ethyl    Phenyl                                                            966                                                                              N-Butyl  Phenyl                                                            967                                                                              Styryl   Styryl                                                            968                                                                              2-Pyridyl                                                                              2-Pyridyl                                                         969                                                                              3-Pyridyl                                                                              3-Pyridyl                                                         970                                                                              Ethyl    2-Pyridyl         m.p.: 84-86° C.;                         971                                                                               ##STR27##                 m.p.: 103-105° C.;                       __________________________________________________________________________

                                      TABLE III                                   __________________________________________________________________________     ##STR28##                                                                    __________________________________________________________________________    No.                                                                              X      Y  R.sup.1                                                                           R.sup.2 = H                                                                        R.sup.3                                                                              R.sup.4        Data                              __________________________________________________________________________     1 CHSCH.sub.3                                                                          O  CH.sub.3 CF.sub.3                                                                             Phenyl                                            2 CHSCH.sub.3                                                                          O  CH.sub.3 Cyclopropyl                                                                          Phenyl                                            3 CHSCH.sub.3                                                                          O  CH.sub.3 Cyclopropyl                                                                          4-Chlorophenyl                                    4 CHSCH.sub.3                                                                          O  CH.sub.3 Cyclopropyl                                                                          4-Methoxyphenyl                                   5 CHSCH.sub.3                                                                          O  CH.sub.3 Cyclopropyl                                                                          4-tert.-Butylphenyl                               6 CHSCH.sub.3                                                                          O  CH.sub.3 CN     Methylthio                                        7 CHSCH.sub.3                                                                          O  CH.sub.3 CN     2-Methoxyprop-2-yl                                8 CHSCH.sub.3                                                                          O  CH.sub.3 CN     2-Methylthioprop-2-yl                             9 CHSCH.sub.3                                                                          O  CH.sub.3 CN     Phenylthio                                        10                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CN     iso-Propyl                                        11                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CN     CN                                                12                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CN     Acetyl                                            13                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CN     Benzoyl                                           14                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CN     Methoxycarbonyl                                   15                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CN     Phenyl                                            16                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CN     2-Chlorophenyl                                    17                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CN     4-Chlorophenyl                                    18                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CN     2-Methylphenyl                                    19                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CN     4-tert.-Butylphenyl                               20                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CN     4-(n-Butoxyiminomethyl)phenyl                     21                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CN     2-Pyridyl                                         22                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CN     Styryl                                            23                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CN     1-Propenyl                                        24                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CH.sub.3                                                                             Phenylthio                                        25                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CH.sub.3                                                                             Benzyl                                            26                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CH.sub.3                                                                             tert.-Butyl                                       27                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CH.sub.3                                                                             iso-Propyl                                        28                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CH.sub.3                                                                             2-Methylbutyl                                     29                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CH.sub.3                                                                             iso-Butyl                                         30                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CH.sub.3                                                                             Phenyl                                            31                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CH.sub.3                                                                             2-Chlorophenyl                                    32                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CH.sub.3                                                                             4-Chlorophenyl                                    33                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CH.sub.3                                                                             2-Methylphenyl                                    34                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CH.sub.3                                                                             Naphthyl                                          35                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CH.sub.3                                                                             1-Pyridyl                                         36                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 iso-Butyl                                                                            iso-Butyl                                         37                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 Phenyl Phenyl                                            38                                                                              CHSCH.sub.3                                                                          O  CH.sub.3  CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                     39                                                                              CHSCH.sub.3                                                                          O  CH.sub.3 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2             40                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CF.sub.3                                                                             Phenyl                                            41                                                                              CHCH.sub.3                                                                           O  CH.sub.3 Cyclopropyl                                                                          Phenyl                                            42                                                                              CHCH.sub.3                                                                           O  CH.sub.3 Cyclopropyl                                                                          4-Chlorophenyl                                    43                                                                              CHCH.sub.3                                                                           O  CH.sub.3 Cyclopropyl                                                                          4-Methoxyphenyl                                   44                                                                              CHCH.sub.3                                                                           O  CH.sub.3 Cyclopropyl                                                                          4-tert.-Butylphenyl                               45                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     Methylthio                                        46                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     2-Methoxyprop-2-yl                                                                           IR (film): 1717, 1436, 1367,                                                  1256,                                                                         1210, 1179, 1070, 1037, 1009,                                                 759                                47                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     2-Methylthioprop-2-yl                                                                        .sup.1 H-NMR (CDCl.sub.3):                                                    δ = 1.45 s, 1.6 d,                                                      1.8 s, 3.7 s, 5.1s, 7.1-7.5                                                   m                                  48                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     Phenylthio                                        49                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     iso-Propyl     .sup.1 H-NMR (CDCl.sub.3):                                                    δ = 1.2 d, 1.6 d,                                                       2.7 m, 3.67 s, 5.1 s, 7.0-7.5                                                 m                                  50                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     CN                                                51                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     Acetyl                                            52                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     Benzoyl                                           53                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     Methoxycarbonyl                                   54                                                                              CHCH.sub.3                                                                           O  CH.sub. 3                                                                              CN     Phenyl         .sup.1 H-NMR (CDCl.sub.3):                                                    δ = 1.6 d, 3.7 s,                                                       5.2 s, 7.0-1.8 m                   55                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     2-Chlorophenyl                                    56                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     4-Chlorophenyl                                    57                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     2-Methylphenyl                                    58                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     4-tert.-Butylphenyl                               59                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     4-(n-Butoxyiminomethyl)phenyl                     60                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     2-Pyridyl                                         61                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     Styryl                                            62                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     1-Propenyl                                        63                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CH.sub.3                                                                             Phenylthio                                        64                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CH.sub.3                                                                             Benzyl                                            65                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CH.sub.3                                                                             tert.-Butyl                                       66                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CH.sub.3                                                                             iso-Propyl                                        67                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CH.sub.3                                                                             2-Methylbutyl                                     68                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CH.sub.3                                                                             iso-Butyl                                         69                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CH.sub. 3                                                                            Phenyl                                            70                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CH.sub.3                                                                             2-Chlorophenyl                                    71                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CH.sub.3                                                                             4-Chlorophenyl IR (film): 1716, 1490, 1434,                                                  1253,                                                                         1206, 1096, 1036, 1012, 820,                                                  760                                72                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CH.sub.3                                                                             2-Methylphenyl                                    73                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CH.sub.3                                                                             Naphthyl                                          74                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CH.sub.3                                                                             1-Pyridyl                                         75                                                                              CHCH.sub.3                                                                           O  CH.sub.3 iso-Butyl                                                                            iso-Butyl                                         76                                                                              CHCH.sub.3                                                                           O  CH.sub.3 Phenyl Phenyl                                            77                                                                              CHCH.sub.3                                                                           O  CH.sub.3  CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                     78                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2             79                                                                              CH.sub.2                                                                             O  CH.sub.3 CF.sub.3                                                                             Phenyl                                            80                                                                              CH.sub.2                                                                             O  CH.sub.3 Cyclopropyl                                                                          Phenyl                                            81                                                                              CH.sub.2                                                                             O  CH.sub.3 Cyclopropyl                                                                          4-Chlorophenyl                                    82                                                                              CH.sub. 2                                                                            O  CH.sub.3 Cyclopropyl                                                                          4-Methoxyphenyl                                   83                                                                              CH.sub.2                                                                             O  CH.sub.3 Cyclopropyl                                                                          4-tert.-Butylphenyl                               84                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     Methylthio                                        85                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     2-Methoxyprop-2-yl                                86                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     2-Methylthioprop-2-yl                             87                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     Phenylthio                                        88                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     iso-Propyl                                        89                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     CN                                                90                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     Acetyl                                            91                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     Benzoyl                                           92                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     Methoxycarbonyl                                   93                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     Phenyl                                            94                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     2-Chlorophenyl                                    95                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     4-Chlorophenyl                                    96                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     2-Methylphenyl                                    97                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     4-tert.-Butylphenyl                               98                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     4-(n-Butoxyiminomethyl)phenyl                     99                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     2-Pyridyl                                        100                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     Styryl                                           101                                                                              CH.sub.2                                                                             O  CH.sub.3 CN     1-Propenyl                                       102                                                                              CH.sub.2                                                                             O  CH.sub. 3                                                                              CH.sub.3                                                                             Phenylthio                                       103                                                                              CH.sub.2                                                                             O  CH.sub.3 CH.sub.3                                                                             Benzyl                                           104                                                                              CH.sub.2                                                                             O  CH.sub.3 CH.sub.3                                                                             tert.-Butyl                                      105                                                                              CH.sub.2                                                                             O  CH.sub.3 CH.sub.3                                                                             iso-Propyl                                       106                                                                              CH.sub.2                                                                             O  CH.sub.3 CH.sub.3                                                                             2-Methylbutyl                                    107                                                                              CH.sub.2                                                                             O  CH.sub.3 CH.sub.3                                                                             iso-Butyl                                        108                                                                              CH.sub.2                                                                             O  CH.sub.3 CH.sub.3                                                                             Phenyl                                           109                                                                              CH.sub.2                                                                             O  CH.sub.3 CH.sub.3                                                                             2-Chlorophenyl                                   110                                                                              CH.sub.2                                                                             O  CH.sub.3 CH.sub.3                                                                             4-Chlorophenyl                                   111                                                                              CH.sub.2                                                                             O  CH.sub.3 CH.sub.3                                                                             2-Methylphenyl                                   112                                                                              CH.sub.2                                                                             O  CH.sub.3 CH.sub.3                                                                             Naphthyl                                         113                                                                              CH.sub.2                                                                             O  CH.sub.3 CH.sub.3                                                                             1-Pyridyl                                        114                                                                              CH.sub.2                                                                             O  CH.sub.3 iso-Butyl                                                                            iso-Butyl                                        115                                                                              CH.sub.2                                                                             O  CH.sub.3 Phenyl Phenyl                                           116                                                                              CH.sub.2                                                                             O  CH.sub.3  CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                    117                                                                              CH.sub.2                                                                             O  CH.sub.3 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2            118                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CF.sub.3                                                                              Phenyl                                          119                                                                              NOCH.sub.3                                                                           S  CH.sub.3 Cyclopropyl                                                                          Phenyl                                           120                                                                              NOCH.sub.3                                                                           S  CH.sub.3 Cyclopropyl                                                                          4-Chlorophenyl                                   121                                                                              NOCH.sub.3                                                                           S  CH.sub.3 Cyclopropyl                                                                          4-Methoxyphenyl                                  122                                                                              NOCH.sub.3                                                                           S  CH.sub.3 Cycloproyl                                                                           4-tert.-Butylphenyl                              123                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     Methylthio                                       124                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     2-Methoxyprop-2-yl                               125                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     2-Methylthioprop-2-yl                            126                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     Phenylthio                                       127                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     iso-Propyl                                       128                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     CN                                               129                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     Acetyl                                           130                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     Benzoyl                                          131                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     Methoxycarbonyl                                  132                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     Phenyl                                           133                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     2-Chlorophenyl                                   134                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     4-Chlorophenyl                                   135                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     2-Methylphenyl                                   136                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     4-tert.-Butylphenyl                              137                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     4-(n-Butoxyiminomethyl)phenyl                    138                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     2-Pyridyl                                        139                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     Styryl                                           140                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CN     1-Propenyl                                       141                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CH.sub.3                                                                             Phenylthio                                       142                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CH.sub.3                                                                             Benzyl                                           143                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CH.sub.3                                                                             tert.-Butyl                                      144                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CH.sub.3                                                                             iso-Propyl                                       145                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CH.sub.3                                                                             2-Methylbutyl                                    146                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CH.sub.3                                                                             iso-Butyl                                        147                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CH.sub.3                                                                             Phenyl                                           148                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CH.sub.3                                                                             2-Chlorophenyl                                   149                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CH.sub.3                                                                             4-Chlorophenyl                                   150                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CH.sub.3                                                                             2-Methylphenyl                                   151                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CH.sub.3                                                                             Naphthyl                                         152                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CH.sub.3                                                                             1-Pyridyl                                        153                                                                              NOCH.sub.3                                                                           S  CH.sub.3 iso-butyl                                                                            iso-Butyl                                        154                                                                              NOCH.sub.3                                                                           S  CH.sub.3 Phenyl Phenyl                                           155                                                                              NOCH.sub.3                                                                           S  CH.sub.3  CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                    156                                                                              NOCH.sub.3                                                                           S  CH.sub.3 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2            157                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CF.sub.3                                                                             Phenyl                                           158                                                                              NOCH.sub.3                                                                           NH CH.sub.3 Cyclopropyl                                                                          Phenyl                                           159                                                                              NOCH.sub.3                                                                           NH CH.sub.3 Cyclopropyl                                                                          4-Chlorophenyl m.p.: 71-74° C.                                                        IR (KBr): 3348, 1663, 1529,                                                   1042,                                                                         1030, 982                         160                                                                              NOCH.sub.3                                                                           NH CH.sub.3 Cyclopropyl                                                                          4-Methoxyphenyl                                  161                                                                              NOCH.sub.3                                                                           NH CH.sub.3 Cyclopropyl                                                                          4-tert.-Butylphenyl                              162                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     Methylthio                                       163                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     2-Methoxyprop-2-yl                               164                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     2-Methylthioprop-2-yl                            165                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     Phenylthio                                       166                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     iso-Propyl                                       167                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     CN                                               168                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     Acetyl                                           169                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     Benzoyl                                          170                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     Methoxycarbonyl                                  171                                                                              NOCH.sub. 3                                                                          NH CH.sub.3 CN     Phenyl                                           172                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     2-Chlorophenyl                                   173                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     4-Chlorophenyl                                   174                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     2-Methylphenyl                                   175                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     4-tert.-Butylphenyl                              176                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     4-(n-Butoxyiminomethyl)phenyl                    177                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     2-Pyridyl                                        178                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     Styryl                                           179                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CN     1-Propenyl                                       180                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             Phenylthio                                       181                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             Benzyl                                           182                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             tert.-Butyl                                      183                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             iso-Propyl                                       184                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             2-Methylbutyl                                    185                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             iso-Butyl                                        186                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             Phenyl                                           187                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             2-Chlorophenyl                                   188                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             4-Chlorophenyl m.p.: 119-121° C.                                                      IR (KBr): 3421, 1676, 1037,                                                   985,                                                                          933, 752                          189                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             2-Methylphenyl                                   __________________________________________________________________________    No.                                                                              X      Y  R.sup.1                                                                           R.sup.2                                                                            R.sup.3                                                                              R.sup.4        Data                              __________________________________________________________________________    190                                                                              NOCH.sub.3                                                                           NH CH.sub.3                                                                          H    CH.sub.3                                                                             Naphthyl                                         191                                                                              NOCH.sub.3                                                                           NH CH.sub.3                                                                          H    CH.sub.3                                                                             1-Pyridyl                                        192                                                                              NOCH.sub.3                                                                           NH CH.sub.3                                                                          H    iso-Butyl                                                                            iso-Butyl                                        193                                                                              NOCH.sub.3                                                                           NH CH.sub.3                                                                          H    Phenyl Phenyl                                           194                                                                              NOCH.sub.3                                                                           NH CH.sub.3                                                                          H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2                    195                                                                              NOCH.sub.3                                                                           NH CH.sub.3                                                                          H    CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2            196                                                                              NOCH.sub.3                                                                           O  C.sub.2 H.sub.5                                                                   H    CH.sub.3                                                                             Phenyl                                           197                                                                              CHOCH.sub.3                                                                          O  C.sub.2 H.sub.5                                                                   H    CH.sub.3                                                                             Phenyl                                           198                                                                              NOCH.sub.3                                                                           O  n-C.sub.3 H.sub.5                                                                 H    CH.sub.3                                                                             Phenyl                                           199                                                                              CHOCH.sub.3                                                                          O  n-C.sub.3 H.sub.5                                                                 H    CH.sub.3                                                                             Phenyl                                           200                                                                              CHC.sub.2 H.sub.5                                                                    O  CH.sub.3                                                                          H    CH.sub.3                                                                             Phenyl                                           201                                                                              NOCH.sub.3                                                                           O  CH.sub.3                                                                          CH.sub.3                                                                           CH.sub.3                                                                             Phenyl                                           202                                                                              CHOCH.sub.3                                                                          O  CH.sub.3                                                                          CH.sub.3                                                                           CH.sub.3                                                                             Phenyl                                           203                                                                              NOCH.sub.3                                                                           O  CH.sub.3                                                                          CH.sub.3                                                                           CN     Phenyl                                           204                                                                              CHOCH.sub.3                                                                          O  CH.sub.3                                                                          CH.sub.3                                                                           CN     Phenyl                                           205                                                                              CHSCH.sub.3                                                                          O  CH.sub.3                                                                          H    H      Phenyl                                           206                                                                              CHCH.sub.3                                                                           O  CH.sub.3                                                                          H    H      Phenyl                                           207                                                                              CH.sub.2                                                                             O  CH.sub.3                                                                          H    H      Phenyl                                           208                                                                              NOCH.sub.3                                                                           S  CH.sub.3                                                                          H    H      Phenyl                                           209                                                                              CHOCH.sub.3                                                                          S  CH.sub.3                                                                          H    H      Phenyl                                           210                                                                              CHOCH.sub.3                                                                          NH CH.sub.3                                                                          H    H      Phenyl                                           211                                                                              NOCH.sub.3                                                                           NH CH.sub.3                                                                          H    H      Phenyl                                           212                                                                              CHOCH.sub.3                                                                          S  CH.sub.3                                                                          H    CN     Methylthio                                       __________________________________________________________________________    No.                                                                              X      Y  R.sup.1                                                                           R.sup.2 = H                                                                        R.sup.3                                                                              R.sup.4        Data                              __________________________________________________________________________    213                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     2-Methoxyprop-2-yl                               214                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     2-Methylthioprop-2-yl                            215                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     Phenylthio                                       216                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     iso-Propyl                                       217                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     CN                                               218                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     Acetyl                                           219                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     Benzoyl                                          220                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     Methoxycarbonyl                                  221                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     Phenyl                                           222                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     2-Chlorophenyl                                   223                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     4-Chlorophenyl                                   224                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     2-Methylphenyl                                   225                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     4-tert.-Butylphenyl                              226                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     4-(n-Butoxyiminomethyl)phenyl                    227                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     2-Pyridyl                                        228                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     Styryl                                           229                                                                              CHOCH.sub.3                                                                          S  CH.sub.3 CN     1-Propenyl                                       230                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     Methylthio                                       231                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     2-Methoxyprop-2-yl                               232                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     2-Methylthioprop-2-yl                            233                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     Phenylthio                                       234                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     iso-Propyl                                       235                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     CN                                               236                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     Acetyl                                           237                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     Benzoyl                                          238                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     Methoxycarbonyl                                  239                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     Phenyl                                           240                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     2-Chlorophenyl                                   241                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     4-Chlorophenyl                                   242                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     2-Methylphenyl                                   243                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     4-tert.-Butylphenyl                              244                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     4-(n-Butoxyiminomethyl)phenyl                    245                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     2-Pyridyl                                        246                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     Styryl                                           247                                                                              CHOCH.sub.3                                                                          NH CH.sub.3 CN     1-Propenyl                                       248                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             3-Chlorphenyl  m.p.: 71-74° C.            249                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             3,5-Dichlorphenyl                                                                            m.p.: 94-97° C.            250                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             2,3,4-Trichlorphenyl                                                                         m.p.: 110-112° C.          251                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             3-Bromophenyl  m.p.: 74-77° C.            252                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             4-Methylphenyl m.p.: 69-72° C.            253                                                                              NOCH.sub.3                                                                           NH CH.sub.3 CH.sub.3                                                                             4-Nitrophenyl  m.p.: 134-137° C.          254                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     2-Ethoxy-prop-2-yl                                                                           IR (film): 2982, 1717, 1436,                                                  1255, 1210,                                                                   1192, 1067, 1037, 1010            255                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     2-i-Propoxy-prop-2-yl                                                                        IR (film): 2983, 1718, 1383,                                                  1370, 1255,                                                                   1173, 1119, 1109, 1037, 1002      256                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     2-n-Butoxy-prop-2-yl                                                                         IR (film): 2957, 1718, 1435,                                                  1255, 1176,                                                                   1036, 1010, 759                   257                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     2-i-Butoxy-prop-2-yl                                                                         IR (film): 2956, 1717, 1435,                                                  1366, 1255,                                                                   1209, 1176, 1064, 1037, 1008      258                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     Cyclopropyl    .sup.1 H-NMR (CDCl.sub.3):                                                    δ = 0.9 m, 1.6 d,                                                       2.3 m, 3.67 s, 5.15 s,                                                        7.05-7.4 m                        259                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     2-Ethylthio-prop-2-yl                                                                        .sup.1 H-NMR (CDCl.sub.3):                                                    δ = 1.1 t, 1.5 s,                                                       1.6 d, 2.2 q, 3.7 s, 5.1 s,                                                   7.1-7.5 m                         260                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     2-i-Propylthio-pro-2-yl                                                                      .sup.1 H-NMR (CDCl.sub.3):                                                    δ = 1.15 s, 1.5 s,                                                      1.6 d, 2.6 m, 3.7 s, 5.1 s,                                                   7.1-7.5 m                         261                                                                              CHCH.sub.3                                                                           O  CH.sub.3 CN     2-Tetrahydropyranyl                                                                          .sup.1 H-NMR (CDCl.sub.3):                                                    δ  = 1.4-1.9 m,                                                         1.6 d, 3.5 m, 3.7 s, 4.1 m,                                                   5.1 s,                                                                        7.0-7.5 m                         __________________________________________________________________________

                                      TABLE IV                                    __________________________________________________________________________     ##STR29##                                                                    No.                                                                              X     Y R.sup.1                                                                          R.sup.3                                                                          R.sup.4    Data                                              __________________________________________________________________________    1  CHOCH.sub.3                                                                         O CH.sub.3                                                                         CH.sub.3                                                                         Phenyl                                                       2  CHOCH.sub.3                                                                         O CH.sub.3                                                                         CH.sub.3                                                                         3-Bromophenyl                                                3  CHOCH.sub.3                                                                         O CH.sub.3                                                                         CH.sub.3                                                                         4-Phenoxyphenyl                                              4  CHOCH.sub.3                                                                         O CH.sub.3                                                                         CH.sub.3                                                                         4-Cyclohexylphenyl                                           5  NOCH.sub.3                                                                          O CH.sub.3                                                                         CH.sub.3                                                                         Phenyl                                                       6  NOCH.sub.3                                                                          O CH.sub.3                                                                         CH.sub.3                                                                         3-Bromophenyl                                                                            oil; IR (film): 1727, 1436, 1312, 1240, 1032      7  NOCH.sub.3                                                                          O CH.sub.3                                                                         CH.sub.3                                                                         4-Phenoxyphenyl                                                                          oil; IR (film): 1727, 1489, 1239, 1031, 683       8  NOCH.sub.3                                                                          O CH.sub.3                                                                         CH.sub.3                                                                         4-Cyclohexylphenyl                                                                       oil; IR (film): 2925, 1728, 1447, 1239, 1164,                                 1077, 1032                                        9  CHOCH.sub.3                                                                         O CH.sub.3                                                                         CN iso-Propyl oil; IR (film): 2970, 2220, 1710, 1127            10 CHOCH.sub.3                                                                         O CH.sub.3                                                                         CN 2-Methoxyprop-2-yl                                                                       oil; IR (film): 2980, 2220, 1710, 1127            11 CHOCH.sub.3                                                                         O CH.sub.3                                                                         CN 2-Methylthioprop-2-yl                                                                    oil; IR (film): 2980, 2220, 1709, 1127            12 CHOCH.sub.3                                                                         O CH.sub.3                                                                         CN 2-Tetrahydrofuranyl                                                                      oil; IR (film): 2945, 2850, 2220, 1709, 1127      13 CHOCH.sub.3                                                                         O CH.sub.3                                                                         CN Phenyl     oil; IR (film): 2940, 2220, 1709, 1127,           __________________________________________________________________________                                1030                                          

                  TABLE V                                                         ______________________________________                                         ##STR30##                                                                    No.  R.sup.3                                                                             R.sup.4             Data                                           ______________________________________                                         1   H     H                                                                   2   H     Methoxymethyl                                                       3   H     Ethoxymethyl                                                        4   H     n-Propoxymethyl                                                     5   H     iso-Propoxymethyl                                                   6   H     tert.-Butoxymethyl                                                  7   H     2-Methoxyprop-2-yl                                                  8   H     2-Ethoxyprop-2-yl                                                   9   H     2-n-Propoxyprop-2-yl                                                10  H     2-iso-Propoxyprop-2-yl                                              11  H     2-tert.-Butoxyprop-2-yl                                             12  H     Methylthiomethyl                                                    13  H     tert.-Butylthiomethyl                                               14  H     2-Methylthioprop-2-yl                                               15  H     2-iso-Propylthioprop-2-yl                                           16  H     2-tert.-Butylthioprop-2-yl                                          17  H     Methyl                                                              18  H     Ethyl                                                               19  H     n-Propyl                                                            20  H     iso-Propyl                                                          21  H     n-Butyl                                                             22  H     iso-Butyl                                                           23  H     sec.-Butyl                                                          24  H     tert.-Butyl                                                         25  H     n-Hexyl                                                             26  H     n-Decyl                                                             27  H     Cyclopropyl                                                         28  H     Cyclohexyl                                                          29  H     Phenylthiomethyl                                                    30  H     2-Phenylthiomethyl                                                  31  H     2-(2'-Chlorophenylthio)prop-2-yl                                    32  H     Ethynyl                                                             33  H     1-Propynyl                                                          34  H     Methoxy                                                              35 H     Ethoxy                                                              36  H     n-Propoxy                                                           37  H     iso-Propoxy                                                         38  H     n-Butoxy                                                            39  H     iso-Butoxy                                                          40  H     sec.-Butoxy                                                         41  H     tert.-Butoxy                                                        42  H     Methylthio                                                          43  H     Ethylthio                                                           44  H     n-Propylthio                                                        45  H     iso-Propylthio                                                      46  H     n-Butylthio                                                         47  H     iso-Butylthio                                                       48  H     sec.-Butylthio                                                      49  H     tert.-Butylthio                                                     50  H     Benzylthio                                                          51  H     Trifluoromethoxy                                                    52  H     Cyano                                                               53  H     Amino                                                               54  H     Methylamino                                                         55  H     Dimethylamino                                                       56  H     Ethylamino                                                          57  H     Diethylamino                                                        58  H     Di-n-Propylamino                                                    59  H     Di-iso-Propylamino                                                  60  H     Di-n-Butylamino                                                     61  H     Di-iso-Butylamino                                                   62  H     Acetyl                                                              63  H     Propion-1-yl                                                        64  H     Butyr-1-yl                                                          65  H     iso-Butyr-1-yl                                                      66  H     Pivaloyl                                                            67  H     Benzoyl                                                             68  H     4-Chlorobenzoyl                                                     69  H     Benzylcarbonyl                                                      70  H     Methoxycarbonyl                                                     71  H     Ethoxycarbonyl                                                      72  H     n-Propoxycarbonyl                                                   73  H     iso-Propoxycarbonyl                                                 74  H     n-Butoxycarbonyl                                                    75  H     iso-Butoxycarbonyl                                                  76  H     sec.-Butoxycarbonyl                                                 77  H     tert.-Butoxycarbonyl                                                78  H     n-Hexoxycarbonyl                                                    79  H     Phenoxycarbonyl                                                     80  H     4-Chlorophenoxycarbonyl                                             81  H     Benzyloxycarbonyl                                                   82  H     Aminocarbonyl                                                       83  H     Dimethylaminocarbonyl                                               84  H     Diethylaminocarbonyl                                                 85 H     Di-iso-Propylaminocarbonyl                                          86  H     Phenylaminocarbonyl                                                 87  H     N-Methyl-N-Phenylamino-                                                       carbonyl                                                            88  H     Phenyl                                                              89  H     2-Fluorophenyl      m.p.: 69-71° C.;                         90  H     3-Fluorophenyl      m.p.: 74-77° C.;                         91  H     4-Fluorophenyl      m.p.: 73-76° C.;                                                       IR (KBr): 1699,                                                               1278, 1271, 1256,                                                             1225                                            92  H     Pentafluorophenyl   m.p.: 94-96° C.;                                                       IR (KBr): 1704,                                                               1527, 1494, 1133                                93  H     2-Chlorophenyl      .sup.1 H-NMR (CDCl.sub.3):                                                    δ =  3.70s,                                                             3.82s, 5.15s, 7.15-                                                           7.40m, 7.52m,                                                                 7.60s, 7.85m, 8.52s                             94  H     3-Chlorophenyl      m.p.: 48-50° C.;                         95  H     4-Chlorophenyl      (v. Example 6)                                  96  H     Pentachlorophenyl                                                   97  H     2,3-Dichlorophenyl  m.p.: 103-105° C.;                       98  H     2,4-Dichlorophenyl  m.p.: 94-96° C.;                         99  H     2,5-Dichlorophenyl                                                 100  H     2,6-Dichlorophenyl  m.p.: 118-120° C.;                      101  H     3,4-Dichlorophenyl  m.p.: 82-84° C.;                        102  H     3,5-Dichlorophenyl  m.p.: 94-96° C.;                        103  H     2,3,4-Trichlorophenyl                                              104  H     2,3,5-Trichlorophenyl                                              105  H     2,3,6-Trichlorophenyl                                              106  H     2,4,5-Trichlorophenyl                                              107  H     2,4,6-Trichlorophenyl                                              108  H     3,4,5-Trichlorophenyl                                              109  H     2,3,4,6-Tetrachlorophenyl                                          110  H     2,3,5,6-Tetrachlorophenyl                                          111  H     2-Bromophenyl       m.p.: 85-87° C.;                        112  H     3-Bromophenyl       .sup.1 H-NMR (CDCl.sub.3):                                                    δ =  3.68s, 3.79s,                                                      5.13, 7.15- 7.54m,                                                            7.59s 7.74s, 8.00s                             113  H     4-Bromophenyl       m.p.: 131-134° C.;                      114  H     2,4-Dibromophenyl                                                  115  H     3-Brom-4-fluorophenyl                                              116  H     3-Brom-4-methoxyphenyl                                             117  H     2-Iodophenyl                                                       118  H     3-Iodophenyl                                                       119  H     4-Iodophenyl                                                       120  H     2-Chloro-4-fluorophenyl                                                                           m.p.: 112-115° C.;                      121  H     2-Chloro-5-fluorophenyl                                            122  H     2-Chloro-6-fluorophenyl                                                                           m.p.: 80-82° C.;                        123  H     2-Chloro-4-bromophenyl                                             124  H     2-Bromo-4-chlorophenyl                                             125  H     2-Bromo-4-fluorophenyl                                             126  H     3-Bromo-4-chlorophenyl                                             127  H     3-Chloro-4-fluorophenyl                                            128  H     3-Fluoro-4-chlorophenyl                                            129  H     2-Cyanophenyl                                                      130  H     3-Cyanophenyl                                                      131  H     4-Cyanophenyl                                                      132  H     2-Nitrophenyl                                                      133  H     3-Nitrophenyl                                                      134  H     4-Nitrophenyl       m.p.: 147-155° C.;                      135  H     2-Methylphenyl      m.p.: 57-59° C.;                        136  H     3-Methylphenyl      m.p.: 54-56° C.;                        137  H     4-Methylphenyl      m.p.: 86-88° C.;                        138  H     2,4-Dimethylphenyl  m.p.: 75-77° C.;                        139  H     2,6-Dimethylphenyl                                                 140  H     3,4-Dimethylphenyl                                                 141  H     3,5-Dimethylphenyl                                                 142  H     2,3,4-Trimethylphenyl                                              143  H     2,3,5-Trimethylphenyl                                              144  H     2,3,6-Trimethylphenyl                                              145  H     2,4,5-Trimethylphenyl                                              146  H     2,4,6-Trimethylphenyl                                              147  H     3,4,5-Trimethylphenyl                                              148  H     Pentamethylphenyl                                                  149  H     2-Ethylphenyl                                                      150  H     3-Ethylphenyl                                                      151  H     4-Ethylphenyl                                                      152  H     3,5-Diethylphenyl                                                  153  H     2-n-Propylphenyl                                                   154  H     3-n-Propylphenyl                                                   155  H     4-n-Propylphenyl                                                   156  H     2-iso-Propylphenyl                                                 157  H     3-iso-Propylphenyl                                                 158  H     4-iso-Propylphenyl                                                 159  H     2,4-Di-iso-Propylphenyl                                            160  H     3,5-Di-iso-Propylphenyl                                            161  H     4-n-Butylphenyl                                                    162  H     4-sec.-Butylphenyl                                                 163  H     4-iso-Butylphenyl                                                  164  H     4-tert.-Butylphenyl m.p.: 71-73° C.                         165  H     3-tert.-Butylphenyl                                                166  H     2-tert.-Butylphenyl                                                167  H     2,4-Di-tert.-Butylphenyl                                           168  H     3,5-Di-tert.-Butylphenyl                                           169  H     4-n-Hexylphenyl                                                    170  H     4-n-Dodecylphenyl                                                  171  H     2-Methyl-4-tert.-Butylphenyl                                       172  H     2-Methyl-6-tert.-Butylphenyl                                       173  H     2-Methyl-4-iso-Propylphenyl                                        174  H     2-Methyl-4-cyclohexyphenyl                                         175  H     2-Methyl-4-phenylphenyl                                            176  H     2-Methyl-4-benzylphenyl                                            177  H     2-Methyl-4-phenoxyphenyl                                           178  H     2-Methyl-4-benzyloxyphenyl                                         179  H     2-Methyl-3-chlorophenyl                                            180  H     2-Methyl-4-chlorophenyl                                            181  H     2-Methyl-5-chlorophenyl                                            182  H     2-Methyl-6-chlorophenyl                                            183  H     2-Methyl-4-fluorophenyl                                            184  H     2-Methyl-3-bromophenyl                                             185  H     2-Methyl-4-bromophenyl                                             186  H     2-Methyl-3-methoxyphenyl                                           187  H     2-Methyl-4-methoxyphenyl                                           188  H     2-Methyl-5-methoxyphenyl                                           189  H     2-Methyl-6-methoxyphenyl                                           190  H     2-Methyl-4-iso-Propoxyphenyl                                       191  H     2-Methyl-2,5-dimethoxyphenyl                                       192  H     2-Methoxyphenyl     m.p.: 52-54° C.                         193  H     3-Methoxyphenyl     .sup.1 H-NMR (CDCl.sub.3):                                                    δ =  3.65s,                                                             3.76s, 3.80s, 5.12s,                                                          6.88- 7.54m, 7.58s                                                            8.05s                                          194  H     4-Methoxyphenyl     m.p.: 61-63° C.                         195  H     2,3-Dimethoxyphenyl                                                196  H     2,4-Dimethoxyphenyl m.p.: 70-72° C.                         197  H     2,5-Dimethoxyphenyl                                                198  H     2,6-Dimethoxyphenyl                                                199  H     3,4-Dimethoxyphenyl                                                200  H     3,5-Dimethoxyphenyl m.p.: 79-82° C.                         201  H     3,6-Dimethoxyphenyl                                                202  H     2,3,4-Trimethoxyphenyl                                             203  H     2,3,5-Trimethoxyphenyl                                             204  H     2,3,6-Trimethoxyphenyl                                             205  H     2,4,5-Trimethoxyphenyl                                             206  H     2,4,6-Trimethoxyphenyl                                             207  H     3,4,5-Trimethoxyphenyl                                             208  H     2-Ethoxyphenyl                                                     209  H     3-Ethoxyphenyl      .sup.1 H-NMR (CDCl.sub.3):                                                    δ =  1.39t,                                                             3.67s, 3.80s, 4.02q,                                                          5.12s, 6.87-                                                                  7.54m, 7.58s, 8.05s                            210  H     4-Ethoxyphenyl      m.p.: 93-94° C.                         211  H     2-iso-Propoxyphenyl                                                212  H     3-iso-Propoxyphenyl                                                213  H     4-iso-Propoxyphenyl                                                214  H     3-tert.-Butoxyphenyl                                               215  H     4-tert.-Butoxyphenyl                                                                              .sup.1 H-NMR (CDCl.sub.3):                                                    δ =  1.36s,                                                             3.68s, 3.78s, 5.09s,                                                          6.94- 7.53m,                                                                  7.58s, 8.07s                                   216  H     2-Trifluoromethoxyphenyl                                           217  H     3-Trifluoromethoxyphenyl                                           218  H     4-Trifluoromethoxyphenyl                                           219  H     3-(1',1',2',2'-                                                               Tetrafluoro)ethoxyphenyl                                           220  H     4-(1',1',2',2'-                                                               Tetrafluoro)ethoxyphenyl                                           221  H     2-Chloromethylphenyl                                               222  H     3-Chloromethylphenyl                                               223  H     4-Chloromethylphenyl                                               224  H     2-Trifluoromethylphenyl                                                                           m.p.: 75-77° C.                         225  H     3-Trifluoromethylphenyl                                            226  H     4-Trifluoromethylphenyl                                                                           m.p.: 111-114° C.                       227  H     2-(Methoxyiminomethyl)phenyl                                       228  H     3-(Methoxyiminomethyl)phenyl                                       229  H     4-(Methoxyiminomethyl)phenyl                                       230  H     2-(Ethoxyiminomethyl)phenyl                                        231  H     3-(Ethoxyiminomethyl)phenyl                                        232  H     4-(Ethoxyiminomethyl)phenyl                                        233  H     2-(n-Propoxyiminomethyl)phenyl                                     234  H     3-(n-Propoxyiminomethyl)phenyl                                     235  H     4-(n-Propoxyiminomethyl)phenyl                                     236  H     2-(iso-Propoxyiminomethyl)-                                                   phenyl                                                             237  H     3-(iso-Propoxyiminomethyl)-                                                   phenyl                                                             238  H     4-(iso-Propoxyiminomethyl)-                                                   phenyl                                                             239  H     2-(n-Butoxyiminomethyl)phenyl                                      240  H     3-(n-Butoxyiminomethyl)phenyl                                      241  H     4-(n-Butoxyiminomethyl)phenyl                                      242  H     2-(iso-Butoxyiminomethyl)phenyl                                    243  H     3-(iso-Butoxyiminomethyl)phenyl                                    244  H     4-(iso-Butoxyiminomethyl)phenyl                                    245  H     2-(tert.-Butoxyiminomethyl)-                                                  phenyl                                                             246  H     3-(tert.-Butoxyiminomethyl)-                                                  phenyl                                                             247  H     4-(tert.-Butoxyiminomethyl)-                                                  phenyl                                                             248  H     2-(n-Pentoxyiminomethyl)phenyl                                     249  H     3-(n-Pentoxyiminomethyl)phenyl                                     250  H     4-(n-Pentoxyiminomethyl)phenyl                                     251  H     2-(n-Hexoxyiminomethyl)phenyl                                      252  H     3-(n-Hexoxyiminomethyl)phenyl                                      253  H     4-(n-Hexoxyiminomethyl)phenyl                                      254  H     2-(Allyloxyiminomethyl)phenyl                                      255  H     3-(Allyloxyiminomethyl)phenyl                                      256  H     4-(Allyloxyiminomethyl)phenyl                                      257  H     2-(Benzyloxyiminomethyl)phenyl                                     258  H     3-(Benzyloxyiminomethyl)phenyl                                     259  H     4-(Benzyloxyiminomethyl)phenyl                                     260  H     2-(Methoxyimino-1'-ethyl)phenyl                                    261  H     3-(Methoxyimino-1'-ethyl)phenyl                                    262  H     4-(Methoxyimino-1'-ethyl)phenyl                                    263  H     2-(Ethoxyimino-1'-ethyl)phenyl                                     264  H     3-(Ethoxyimino-1'-ethyl)phenyl                                     265  H     4-(Ethoxyimino-1'-ethyl)phenyl                                     266  H     2-(n-Propoxyimino-1'-ethyl)-                                                  phenyl                                                             267  H     3-(n-Propoxyimino-1'-ethyl)-                                                  phenyl                                                             268  H     4-(n-Propoxyimino-1'-ethyl)-                                                  phenyl                                                             269  H     2-(n-Butoxyamino-1'  -ethyl)phenyl                                 270  H     3-(n-Butoxyamino-1'-ethyl)phenyl                                   271  H     4-(n-Butoxyamino-1'-ethyl)phenyl                                   272  H     2-(n-Pentoxyimino-1'-ethyl)-                                                  phenyl                                                             273  H     3-(n-Pentoxyimino-1'-ethyl)-                                                  phenyl                                                             274  H     4-(n-Pentoxyimino-1'-ethyl)-                                                  phenyl                                                             275  H     2-(n-Hexoxyimino-1'-ethyl)phenyl                                   276  H     3-(n-Hexoxyimino-1'-ethyl)phenyl                                   277  H     4-(n-Hexoxyimino-1'-ethyl)phenyl                                   278  H     2-(Allyloxyimino-1'-ethyl)phenyl                                   279  H     3-(Allyloxyimino-1'-ethyl)phenyl                                   280  H     4-(Allyloxyimino-1'-ethyl)phenyl                                   281  H     2-(Benzyloxyimino-1'-ethyl)-                                                  phenyl                                                             282  H     3-(Benzyloxyimino-1'-ethyl)-                                                  phenyl                                                             283  H     4-(Benzyloxyimino-1'-ethyl)-                                                  phenyl                                                             284  H     2-Phenylphenyl                                                     285  H     3-Phenylphenyl                                                     286  H     4-Phenylphenyl      m.p.: 94-96° C.                         287  H     2-Phenoxyphenyl                                                    288  H     3-Phenoxyphenyl                                                    289  H     4-Phenoxyphenyl                                                    290  H     2-Benzyloxyphenyl                                                  291  H     3-Benzyloxyphenyl                                                  292  H     4-Benzyloxyphenyl   m.p.: 94-96° C.                         293  H     4-(Imidazol-1'-yl)phenyl                                           294  H     4-(Piperazin-1'-yl)phenyl                                          295  H     4-(Morpholin-1'-yl)phenyl                                          296  H     4-(Piperazin-1'-yl)phenyl                                          297  H     4-(Pyridyl-2'-oxy)phenyl                                           298  H     2-Cyclopropylphenyl                                                299  H     3-Cyclopropylphenyl                                                300  H     4-Cyclopropylphenyl                                                301  H     3-Cyclohexylphenyl                                                 302  H     4-Cyclohexylphenyl                                                 303  H     4-Oxiranylphenyl                                                   304  H     4-(1',3'-Dioxan-2'-yl)phenyl                                       305  H     4-(Tetrahydropyran-2-yloxy)-                                                  phenyl                                                             306  H     1-Naphthyl                                                         307  H     2-Naphthyl          oil; IR (film): 1707,                                                         1633, 1257, 1129, 110                          308  H     9-Anthryl                                                          309  H     1-Naphthoxy                                                        310  H     2-Naphthoxy                                                        311  H     9-Anthroxy                                                         312  H     Phenoxy                                                            313  H     2-Chlorophenoxy                                                    314  H     3-Chlorophenoxy                                                    315  H     4-Chlorophenoxy                                                    316  H     4-Methylphenoxy                                                    317  H     4-tert.-Butylphenoxy                                               318  H     4-Methoxyphenoxy                                                   319  H     4-Ethoxyphenoxy                                                    320  H     4-tert.-Butoxyphenoxy                                              321  H     Phenylthio                                                         322  H     2-Chlorophenylthio                                                 323  H     4-Chlorophenylthio                                                 324  H     Benzyl                                                             325  H     2-Methylbenzyl                                                     326  H     3-Methylbenzyl                                                     327  H     4-Methylbenzyl                                                     328  H     4-tert.-Butylbenzyl                                                329  H     2-Chlorobenzyl                                                     330  H     3-Chlorobenzyl                                                     331  H     4-Chlorobenzyl                                                     332  H     2,4-Dichlorobenzyl                                                 333  H     2,6-Dichlorobenzyl                                                 334  H     2,4,6-Trichlorobenzyl                                              335  H     2-Trifluoromethylbenzyl                                            336  H     3-Trifluoromethylbenzyl                                            337  H     4-Trifluoromethylbenzyl                                            338  H     2-Methoxybenzyl                                                    339  H     4-Methoxybenzyl                                                    340  H     4-tert.-Butoxybenzyl                                               341  H     4-Phenoxybenzyl                                                    342  H     1-Phenethyl                                                        343  H     2-Phenethyl                                                        344  H     1-Phenylpropyl                                                     345  H     2-Phenylpropyl                                                     346  H     3-Phenylpropyl                                                     347  H     2-Methyl-2-phenylpropyl                                            348  H     2-Methyl-3-phenylpropyl                                            349  H     4-Phenylbutyl                                                      350  H     2-Phenyl-1-ethenyl                                                 351  H     1-Phenyl-1-ethenyl                                                 352  H     1-Phenyl-1-propenyl                                                353  H     1-Phenyl-1-propen-2-yl                                             354  H     2,2-Diphenylethenyl                                                355  H     Phenoxymethyl                                                      356  H     2-Pyridyl                                                          357  H     3-Pyridyl                                                          358  H     4-Pyridyl                                                          359  H     2,6-Pyrimidinyl                                                    360  H     1,5-Pyrimidinyl                                                    361  H     2-Thienyl                                                          362  H     3-Thienyl                                                          363  H     2-Furyl                                                            364  H     3-Furyl                                                            365  H     1-Pyrrolyl                                                         366  H     1-Imidazolyl                                                       367  H     1,2,4-Triazolyl                                                    368  H     1,3,4-Triazolyl                                                    369  H     4-Thiazolyl                                                        370  H     2-Benzothiazolyl                                                   371  H     2-Pyridyloxy                                                       372  H     2-Pyrimidinyloxy                                                   373  H     2-Pyridylthio                                                      374  H     2-Pyrimidinylthio                                                  375  H     2-Benzothiazolylthio                                               376  H     Phenylthiomethyl                                                   377  H     2-Pyridylmethyl                                                    378  H     3-Pyridylmethyl                                                    379  H     Furfuryloxy                                                        380  H     Thienylmethoxy                                                     381  H     3-Isoxazolylmethoxy                                                382  H     2-Oxazolylmethoxy                                                  383  H     2-Pyridylmethoxy                                                   384  H     2'-Furyl-2-ethenyl                                                 385  H     2'-Thienyl-2-ethenyl                                               386  H     3'-Pyridyl-2-ethenyl                                               387  H     Oxiranyl                                                           388  H     1-Aziridinyl                                                       389  H     1-Azetidinyl                                                       390  H     1-Pyrrolidinyl                                                     391  H     2-Tetrahydrofuryl                                                  392  H     2-Tetrahydropyranyl                                                393  H     3-Tetrahydropyranyl                                                394  H     1-Piperidinyl                                                      395  H     1-Morpholinyl                                                      396  H     1-Piperazinyl                                                      397  H     1,3-Dioxan-2-yl                                                    398  H     3-Tetrahydrothiopyranyl                                            399  H     2-Dihydropyranyloxy                                                400  H     2-Tetrahydropyranyloxy                                             401  H     CF.sub.3                                                           402  H     2-Fluoroethyl                                                      403  H     2,2,2-Trifluoroethyl                                               404  H     Pentafluoroethyl                                                   405  H     Chloromethyl                                                       406  H     Dichloromethyl                                                     407  H     Trichloromethyl                                                    408  H     2-Chloroethyl                                                      409  H     2,2,2-Trichloroethyl                                               410  H     Pentachloroethyl                                                   411  H     Cyclopropyl                                                        412  H     Cyclobutyl                                                         413  H     Cyclopentyl                                                        414  H     Cyclohexyl                                                         415  H     1-Methylcyclopropyl                                                416  H     2,2-Dimethylcyclopropyl                                            417  H     1-Methylcyclohexyl                                                 418  H     2,2-Difluorocyclopropyl                                            419  H     2,2-Dichlorocyclopropyl                                            420  H     2,2-Dibromocyclopropyl                                             421  H     2,2-Dichloro-3-Methylcyclo-                                                   propyl                                                             422  H     2,2,3,3-Tetrafluorocyclobutyl                                      423  H     Ethenyl                                                            424  H     1-Propenyl                                                         425  H     2-Methyl-1-propenyl                                                426  H     4-Methylpent-3-en-1-yl                                             427  H     2-Propenyl                                                         428  H     2-Butenyl                                                          429  H     1-Methyl-2-propenyl                                                430  H     3-Methyl-2-butenyl                                                 431  H     2,2-Difluoroethenyl                                                432  H     2,2-Dichloroethenyl                                                433  H     3,3,3-Trifluoropropenyl                                            434  H     3,3,3-Trichloropropenyl                                            435  H     3-Chloro-2-propenyl                                                436  H     Cyclopent-1-enyl                                                   437  H     Cyclopentadienyl                                                   438  H     Cyclohex-1-enyl                                                    439  H     Pentafluorocyclopentadienyl                                        440  H     Pentachlorocyclopentadienyl                                        441  H     4-Dimethylaminophenyl                                                                             m.p.: 90-92° C.                         442  H     4-n-Butoxyphenyl    m.p.: 79-82°  C.                        ______________________________________                                    

                  TABLE VI                                                        ______________________________________                                         ##STR31##                                                                    No.  R.sup.3                                                                             R.sup.4             Data                                           ______________________________________                                         1   H     H                   m.p.: 94-95° C.                          2   H     Methoxymethyl                                                       3   H     Ethoxymethyl                                                        4   H     n-Propoxymethyl                                                     5   H     iso-Propoxymethyl                                                   6   H     tert.-Butoxymethyl                                                  7   H     2-Methoxyprop-2-yl                                                  8   H     2-Ethoxyprop-2-yl                                                   9   H     2-n-Propoxyprop-2-yl                                                10  H     2-iso-Propoxyprop-2-yl                                              11  H     2-tert.-Butoxyprop-2-yl                                             12  H     Methylthiomethyl                                                    13  H     tert.-Butylthiomethyl                                               14  H     2-Methylthioprop-2-yl                                               15  H     2-iso-Propylthioprop-2-yl                                           16  H     2-tert.-Butylthioprop-2-yl                                          17  H     Methyl                                                              18  H     Ethyl                                                               19  H     n-Propyl                                                            20  H     iso-Propyl                                                          21  H     n-Butyl                                                             22  H     iso-Butyl                                                           23  H     sec.-Butyl                                                          24  H     tert.-Butyl                                                         25  H     n-Hexyl                                                             26  H     n-Decyl                                                             27  H     Cyclopropyl                                                         28  H     Cyclohexyl                                                          29  H     Phenylthiomethyl                                                    30  H     2-Phenylthiomethyl                                                  31  H     2-(2'-Chlorophenylthio)prop-2-yl                                    32  H     Ethynyl                                                             33  H     1-Propynyl                                                          34  H     Methoxy                                                              35 H     Ethoxy                                                              36  H     n-Propoxy                                                           37  H     iso-Propoxy                                                         38  H     n-Butoxy                                                            39  H     iso-Butoxy                                                          40  H     sec.-Butoxy                                                         41  H     tert.-Butoxy                                                        42  H     Methylthio                                                          43  H     Ethylthio                                                           44  H     n-Propylthio                                                        45  H     iso-Propylthio                                                      46  H     n-Butylthio                                                         47  H     iso-Butylthio                                                       48  H     sec.-Butylthio                                                      49  H     tert.-Butylthio                                                     50  H     Benzylthio                                                          51  H     Trifluoromethoxy                                                    52  H     Cyano                                                               53  H     Amino                                                               54  H     Methylamino                                                         55  H     Dimethylamino                                                       56  H     Ethylamino                                                          57  H     Diethylamino                                                        58  H     Di-n-Propylamino                                                    59  H     Di-iso-Propylamino                                                  60  H     Di-n-Butylamino                                                     61  H     Di-iso-Butylamino                                                   62  H     Acetyl                                                              63  H     Propion-1-yl                                                        64  H     Butyr-1-yl                                                          65  H     iso-Butyr-1-yl                                                      66  H     Pivaloyl                                                            67  H     Benzoyl                                                             68  H     4-Chlorobenzoyl                                                     69  H     Benzylcarbonyl                                                      70  H     Methoxycarbonyl                                                     71  H     Ethoxycarbonyl                                                      72  H     n-Propoxycarbonyl                                                   73  H     iso-Propoxycarbonyl                                                 74  H     n-Butoxycarbonyl                                                    75  H     iso-Butoxycarbonyl                                                  76  H     sec.-Butoxycarbonyl                                                 77  H     tert.-Butoxycarbonyl                                                78  H     n-Hexoxycarbonyl                                                    79  H     Phenoxycarbonyl                                                     80  H     4-Chlorophenoxycarbonyl                                             81  H     Benzyloxycarbonyl                                                   82  H     Aminocarbonyl                                                       83  H     Dimethylaminocarbonyl                                               84  H     Diethylaminocarbonyl                                                 85 H     Di-iso-Propylaminocarbonyl                                          86  H     Phenylaminocarbonyl                                                 87  H     N-Methyl-N-Phenylamino-                                                       carbonyl                                                            88  H     Phenyl              m.p.: 92-95° C.                          89  H     2-Fluorophenyl      m.p.: 92-95° C.                          90  H     3-Fluorophenyl      m.p.: 58-60° C.                          91  H     4-Fluorophenyl      m.p.: 110-111° C.                        92  H     Pentafluorophenyl   m.p.: 118-120° C.                        93  H     2-Chlorophenyl      .sup.1 H-NMR(CDCl.sub.3):                                                     δ =  3.70s,                                                             3.82s, 5.15s, 7.15-                                                           7.40m, 7.52m,                                                                 7.60s, 7.85m, 8.52s                             94  H     3-Chlorophenyl      m.p.: 58-60° C.                          95  H     4-Chlorophenyl      m.p.: 146-148° C.                        96  H     Pentachlorophenyl                                                   97  H     2,3-Dichlorophenyl  m.p.: 95-97° C.                          98  H     2,4-Dichlorophenyl  m.p.: 58-62° C.                          99  H     2,5-Dichlorophenyl                                                 100  H     2,6-Dichlorophenyl  m.p.: 136-140° C.                       101  H     3,4-Dichlorophenyl  m.p.: 94-97° C.                         102  H     3,5-Dichlorophenyl  m.p.: 88-91° C.                         103  H     2,3,4-Trichlorophenyl                                              104  H     2,3,5-Trichlorophenyl                                              105  H     2,3,6-Trichlorophenyl                                              106  H     2,4,5-Trichlorophenyl                                              107  H     2,4,6-Trichlorophenyl                                              108  H     3,4,5-Trichlorophenyl                                              109  H     2,3,4,6-Tetrachlorophenyl                                          110  H     2,3,5,6-Tetrachlorophenyl                                          111  H     2-Bromophenyl       m.p.: 91-94°  C.                        112  H     3-Bromophenyl       m.p.: 63-64° C.                         113  H     4-Bromophenyl       m.p.: 145-147° C.                       114  H     2,4-Dibromophenyl                                                  115  H     3-Bromo-4-Fluorophenyl                                             116  H     3-Bromo-4-Methoxyphenyl                                            117  H     2-Iodophenyl                                                       118  H     3-Iodophenyl                                                       119  H     4-Iodophenyl                                                       120  H     2-Chloro-4-Fluorophenyl                                                                           m.p.: 90-93° C.                         121  H     2-Chloro-5-Fluorophenyl                                            122  H     2-Chloro-6-Fluorophenyl                                                                           m.p.: 111-113° C.                       123  H     2-Chloro-4-Bromophenyl                                             124  H     2-Bromo-4-Chlorophenyl                                             125  H     2-Bromo-4-Fluorophenyl                                             126  H     3-Bromo-4-Chlorophenyl                                             127  H     3-Chloro-4-Fluorophenyl                                            128  H     3-Fluoro-4-Chlorophenyl                                            129  H     2-Cyanophenyl                                                      130  H     3-Cyanophenyl                                                      131  H     4-Cyanophenyl                                                      132  H     2-Nitrophenyl                                                      133  H     3-Nitrophenyl                                                      134  H     4-Nitrophenyl       m.p.: 142-146° C.                       135  H     2-Methylphenyl      m.p.: 58-60° C.                         136  H     3-Methylphenyl      m.p.: 70-72° C.                         137  H     4-Methylphenyl      m.p.: 99-102° C.                        138  H     2,4-Dimethylphenyl  m.p.: 54-56° C.                         139  H     2,6-Dimethylphenyl                                                 140  H     3,4-Dimethylphenyl                                                 141  H     3,5-Dimethylphenyl                                                 142  H     2,3,4-Trimethylphenyl                                              143  H     2,3,5-Trimethylphenyl                                              144  H     2,3,6-Trimethylphenyl                                              145  H     2,4,5-Trimethylphenyl                                              146  H     2,4,6-Trimethylphenyl                                              147  H     3,4,5-Trimethylphenyl                                              148  H     Pentamethylphenyl                                                  149  H     2-Ethylphenyl                                                      150  H     3-Ethylphenyl                                                      151  H     4-Ethylphenyl                                                      152  H     3,5-Diethylphenyl                                                  153  H     2-n-Propylphenyl                                                   154  H     3-n-Propylphenyl                                                   155  H     4-n-Propylphenyl                                                   156  H     2-iso-Propylphenyl                                                 157  H     3-iso-Propylphenyl                                                 158  H     4-iso-Propylphenyl                                                 159  H     2,4-Di-iso-Propylphenyl                                            160  H     3,5-Di-iso-Propylphenyl                                            161  H     4-n-Butylphenyl                                                    162  H     4-sec.-Butylphenyl                                                 163  H     4-iso-Butylphenyl                                                  164  H     4-tert.-Butylphenyl m.p.: 82-84° C.                         165  H     3-tert.-Butylphenyl                                                166  H     2-tert.-Butylphenyl                                                167  H     2,4-Di-tert.-Butylphenyl                                           168  H     3,5-Di-tert.-Butylphenyl                                           169  H     4-n-Hexylphenyl                                                    170  H     4-n-Dodecylphenyl                                                  171  H     2-Methyl-4-tert.-Butylphenyl                                       172  H     2-Methyl-6-tert.-Butylphenyl                                       173  H     2-Methyl-4-iso-Propylphenyl                                        174  H     2-Methyl-4-Cyclohexylphenyl                                        175  H     2-Methyl-4-Phenylphenyl                                            176  H     2-Methyl-4-Benzylphenyl                                            177  H     2-Methyl-4-Phenoxyphenyl                                           178  H     2-Methyl-4-Benzyloxyphenyl                                         179  H     2-Methyl-3-Chlorophenyl                                            180  H     2-Methyl-4-Chlorophenyl                                            181  H     2-Methyl-5-Chlorophenyl                                            182  H     2-Methyl-6-Chlorophenyl                                            183  H     2-Methyl-4-Fluorophenyl                                            184  H     2-Methyl-3-Bromophenyl                                             185  H     2-Methyl-4-Bromophenyl                                             186  H     2-Methyl-3-Methoxyphenyl                                           187  H     2-Methyl-4-Methoxyphenyl                                           188  H     2-Methyl-5-Methoxyphenyl                                           189  H     2-Methyl-6-Methoxyphenyl                                           190  H     2-Methyl-4-iso-Propoxyphenyl                                       191  H     2-Methyl-2,5-Dimethoxyphenyl                                       192  H     2-Methoxyphenyl     m.p.: 65-68° C.                         193  H     3-Methoxyphenyl     m.p.: 83-84° C.                         194  H     4-Methoxyphenyl     m.p.: 88-90° C.                         195  H     2,3-Dimethoxyphenyl                                                196  H     2,4-Dimethoxyphenyl m.p.: 90-93° C.                         197  H     2,5-Dimethoxyphenyl                                                198  H     2,6-Dimethoxyphenyl                                                199  H     3,4-Dimethoxyphenyl m.p.: 70-72° C.                         200  H     3,5-Dimethoxyphenyl m.p.: 97-99° C.                         201  H     3,6-Dimethoxyphenyl                                                202  H     2,3,4-Trimethoxyphenyl                                             203  H     2,3,5-Trimethoxyphenyl                                             204  H     2,3,6-Trimethoxyphenyl                                             205  H     2,4,5-Trimethoxyphenyl                                             206  H     2,4,6-Trimethoxyphenyl                                             207  H     3,4,5-Trimethoxyphenyl                                                                            m.p.: 105-109° C.                       208  H     2-Ethoxyphenyl                                                     209  H     3-Ethoxyphenyl      m.p.: 90-92° C.                         210  H     4-Ethoxyphenyl      m.p.: 97-98° C.                         211  H     2-iso-Propoxyphenyl                                                212  H     3-iso-Propoxyphenyl                                                213  H     4-iso-Propoxyphenyl                                                214  H     3-tert.-Butoxyphenyl                                               215  H     4-tert.-Butoxyphenyl                                                                              m.p.: 78-83° C.                         216  H     2-Trifluoromethoxyphenyl                                           217  H     3-Trifluoromethoxyphenyl                                           218  H     4-Trifluoromethoxyphenyl                                           219  H     3-(1',1',2',2'-                                                               Tetrafluoro)ethoxyphenyl                                           220  H     4-(1',1',2',2'-                                                               Tetrafluoro)ethoxyphenyl                                           221  H     2-Chloromethylphenyl                                               222  H     3-Chloromethylphenyl                                               223  H     4-Chloromethylphenyl                                               224  H     2-Trifluoromethylphenyl                                                                           m.p.: 58-60° C.                         225  H     3-Trifluoromethylphenyl                                                                           m.p.: 74-77° C.                         226  H     4-Trifluoromethylphenyl                                                                           m.p.: 120-122° C.                       227  H     2-(Methoxyiminomethyl)phenyl                                       228  H     3-(Methoxyiminomethyl)phenyl                                       229  H     4-(Methoxyiminomethyl)phenyl                                       230  H     2-(Ethoxyiminomethyl)phenyl                                        231  H     3-(Ethoxyiminomethyl)phenyl                                        232  H     4-(Ethoxyiminomethyl)phenyl                                        233  H     2-(n-Propoxyiminomethyl)phenyl                                     234  H     3-(n-Propoxyiminomethyl)phenyl                                     235  H     4-(n-Propoxyiminomethyl)phenyl                                     236  H     2-(iso-Propoxyiminomethyl)-                                                   phenyl                                                             237  H     3-(iso-Propoxyiminomethyl)-                                                   phenyl                                                             238  H     4-(iso-Propoxyiminomethyl)-                                                   phenyl                                                             239  H     2-(n-Butoxyiminomethyl)phenyl                                      240  H     3-(n-Butoxyiminomethyl)phenyl                                      241  H     4-(n-Butoxyiminomethyl)phenyl                                      242  H     2-(iso-Butoxyiminomethyl)phenyl                                    243  H     3-(iso-Butoxyiminomethyl)phenyl                                    244  H     4-(iso-Butoxyiminomethyl)phenyl                                    245  H     2-(tert.-Butoxyiminomethyl)-                                                  phenyl                                                             246  H     3-(tert.-Butoxyiminomethyl)-                                                  phenyl                                                             247  H     4-(tert.-Butoxyiminomethyl)-                                                  phenyl                                                             248  H     2-(n-Pentoxyiminomethyl)phenyl                                     249  H     3-(n-Pentoxyiminomethyl)phenyl                                     250  H     4-(n-Pentoxyiminomethyl)phenyl                                     251  H     2-(n-Hexoxyiminomethyl)phenyl                                      252  H     3-(n-Hexoxyiminomethyl)phenyl                                      253  H     4-(n-Hexoxyiminomethyl)phenyl                                      254  H     2-(Allyloxyiminomethyl)phenyl                                      255  H     3-(Allyloxyiminomethyl)phenyl                                      256  H     4-(Allyloxyiminomethyl)phenyl                                      257  H     2-(Benzyloxyiminomethyl)phenyl                                     258  H     3-(Benzyloxyiminomethyl)phenyl                                     259  H     4-(Benzyloxyiminomethyl)phenyl                                     260  H     2-(Methoxyimino-1'-ethyl)phenyl                                    261  H     3-(Methoxyimino-1'-ethyl)phenyl                                    262  H     4-(Methoxyimino-1'-ethyl)phenyl                                    263  H     2-(Ethoxyimino-1'-ethyl)phenyl                                     264  H     3-(Ethoxyimino-1'-ethyl)phenyl                                     265  H     4-(Ethoxyimino-1'-ethyl)phenyl                                     266  H     2-(n-Propoxyimino-1'-ethyl)-                                                  phenyl                                                             267  H     3-(n-Propoxyimino-1'-ethyl)-                                                  phenyl                                                             268  H     4-(n-Propoxyimino-1'-ethyl)-                                                  phenyl                                                             269  H     2-(n-Butoxyamino-1'-ethyl)phenyl                                   270  H     3-(n-Butoxyamino-1'-ethyl)phenyl                                   271  H     4-(n-Butoxyamino-1'-ethyl)phenyl                                   272  H     2-(n-Pentoxyimino-1'-ethyl)                                                   phenyl                                                             273  H     3-(n-Pentoxyimino-1'-ethyl)-                                                  phenyl                                                             274  H     4-(n-Pentoxyimino-1'-ethyl)-                                                  phenyl                                                             275  H     2-(n-Hexoxyimino-1'-ethyl)phenyl                                   276  H     3-(n-Hexoxyimino-1'-ethyl)phenyl                                   277  H     4-(n-Hexoxyimino-1'-ethyl)phenyl                                   278  H     2-(Allyloxyimino-1'-ethyl)phenyl                                   279  H     3-(Allyloxyimino-1'-ethyl)phenyl                                   280  H     4-(Allyloxyimino-1'-ethyl)phenyl                                   281  H     2-(Benzyloxyimino-1'-ethyl)-                                                  phenyl                                                             282  H     3-(Benzyloxyimino-1'-ethyl)-                                                  phenyl                                                             283  H     4-(Benzyloxyimino-1'-ethyl)-                                                  phenyl                                                             284  H     2-Phenylphenyl                                                     285  H     3-Phenylphenyl                                                     286  H     4-Phenylphenyl      m.p.: 100-102° C.                       287  H     2-Phenoxyphenyl                                                    288  H     3-Phenoxyphenyl     IR (film): 1728,                                                              1489, 1247, 1214,                                                             1070, 1020                                     289  H     4-Phenoxyphenyl     m.p.: 85-87° C.                         290  H     2-Benzyloxyphenyl   m.p.: 83-85° C.                         291  H     3-Benzyloxyphenyl   m.p.: 66-68° C.                         292  H     4-Benzyloxyphenyl   m.p.: 104-106° C.                       293  H     4-(Imidazol-1'-yl)phenyl                                           294  H     4-(Piperazin-1'-yl)phenyl                                          295  H     4-(Morpholin-1' -yl)phenyl                                         296  H     4-(Piperazin-1'-yl)phenyl                                          297  H     4-(Pyridyl-2'-oxy)phenyl                                           298  H     2-Cyclopropylphenyl                                                299  H     3-Cyclopropylphenyl                                                300  H     4-Cyclopropylphenyl                                                301  H     3-Cyclohexylphenyl                                                 302  H     4-Cyclohexylphenyl                                                 303  H     4-Oxiranylphenyl                                                   304  H     4-(1',3'-Dioxan-2'-yl)phenyl                                       305  H     4-(Tetrahydropyran-2-yloxy)-                                                  phenyl                                                             306  H     1-Naphthyl          m.p.: 70-73° C.                         307  H     2-Naphthyl          m.p.: 125-126° C.                       308  H     9-Anthryl                                                          309  H     1-Naphthoxy                                                        310  H     2-Naphthoxy                                                        311  H     9-Anthroxy                                                         312  H     Phenoxy                                                            313  H     2-Chlorophenoxy                                                    314  H     3-Chlorophenoxy                                                    315  H     4-Chlorophenoxy                                                    316  H     4-Methylphenoxy                                                    317  H     4-tert.-Butylphenoxy                                               318  H     4-Methoxyphenoxy                                                   319  H     4-Ethoxyphenoxy                                                    320  H     4-tert.-Butoxyphenoxy                                              321  H     Phenylthio                                                         322  H     2-Chlorophenylthio                                                 323  H     4-Chlorophenylthio                                                 324  H     Benzyl                                                             325  H     2-Methylbenzyl                                                     326  H     3-Methylbenzyl                                                     327  H     4-Methylbenzyl                                                     328  H     4-tert.-Butylbenzyl                                                329  H     2-Chlorobenzyl                                                     330  H     3-Chlorobenzyl                                                     331  H     4-Chlorobenzyl                                                     332  H     2,4-Dichlorobenzyl                                                 333  H     2,6-Dichlorobenzyl                                                 334  H     2,4,6-Trichlorobenzyl                                              335  H     2-Trifluoromethylbenzyl                                            336  H     3-Trifluoromethylbenzyl                                            337  H     4-Trifluoromethylbenzyl                                            338  H     2-Methoxybenzyl                                                    339  H     4-Methoxybenzyl                                                    340  H     4-tert.-Butoxybenzyl                                               341  H     4-Phenoxybenzyl                                                    342  H     1-Phenethyl                                                        343  H     2-Phenethyl                                                        344  H     1-Phenylpropyl                                                     345  H     2-Phenylpropyl                                                     346  H     3-Phenylpropyl                                                     347  H     2-Methyl-2-phenylpropyl                                            348  H     2-Methyl-3-phenylpropyl                                            349  H     4-Phenylbutyl                                                      350  H     2-Phenyl-1-ethenyl                                                 351  H     1-Phenyl-1-ethenyl                                                 352  H     1-Phenyl-1-propenyl                                                353  H     1-Phenyl-1-propen-2-yl                                             354  H     2,2-Diphenylethenyl                                                355  H     Phenoxymethyl                                                      356  H     2-Pyridyl                                                          357  H     3-Pyridyl                                                          358  H     4-Pyridyl                                                          359  H     2,6-Pyrimidinyl                                                    360  H     1,5-Pyrimidinyl                                                    361  H     2-Thienyl                                                          362  H     3-Thienyl                                                          363  H     2-Furyl                                                            364  H     3-Furyl                                                            365  H     1-Pyrrolyl                                                         366  H     1-Imidazolyl                                                       367  H     1,2,4-Triazolyl                                                    368  H     1,3,4-Triazolyl                                                    369  H     4-Thiazolyl                                                        370  H     2-Benzothiazolyl                                                   371  H     2-Pyridyloxy                                                       372  H     2-Pyrimidinyloxy                                                   373  H     2-Pyridylthio                                                      374  H     2-Pyrimidinylthio                                                  375  H     2-Benzothiazolylthio                                               376  H     Phenylthiomethyl                                                   377  H     2-Pyridylmethyl                                                    378  H     3-Pyridylmethyl                                                    379  H     Furfuryloxy                                                        380  H     Thienylmethoxy                                                     381  H     3-Isoxazolylmethoxy                                                382  H     2-Oxazolylmethoxy                                                  383  H     2-Pyridylmethoxy                                                   384  H     2'-Furyl-2-ethenyl                                                 385  H     2'-Thienyl-2-ethenyl                                               386  H     3'-Pyridyl-2-ethenyl                                               387  H     Oxiranyl                                                           388  H     1-Aziridinyl                                                       389  H     1-Azetidinyl                                                       390  H     1-Pyrrolidinyl                                                     391  H     2-Tetrahydrofuryl                                                  392  H     2-Tetrahydropyranyl                                                393  H     3-Tetrahydropyranyl                                                394  H     1-Piperidinyl                                                      395  H     1-Morpholinyl                                                      396  H     1-Piperazinyl                                                      397  H     1,3-Dioxan-2-yl                                                    398  H     3-Tetrahydrothiopyranyl                                            399  H     2-Dihydropyranyloxy                                                400  H     2-Tetrahydropyranyloxy                                             401  H     CF.sub.3                                                           402  H     2-Fluoroethyl                                                      403  H     2,2,2-Trifluoroethyl                                               404  H     Pentafluoroethyl                                                   405  H     Chloromethyl                                                       406  H     Dichloromethyl                                                     407  H     Trichloromethyl                                                    408  H     2-Chloroethyl                                                      409  H     2,2,2-Trichloroethyl                                               410  H     Pentachloroethyl                                                   411  H     Cyclopropyl                                                        412  H     Cyclobutyl                                                         413  H     Cyclopentyl                                                        414  H     Cyclohexyl                                                         415  H     1-Methylcyclopropyl                                                416  H     2,2-Dimethylcyclopropyl                                            417  H     1-Methylcyclohexyl                                                 418  H     2,2-Difluorocyclopropyl                                            419  H     2,2-Dichlorocyclopropyl                                            420  H     2,2-Dibromocyclopropyl                                             421  H     2,2-Dichloro-3-methylcyclo-                                                   propyl                                                             422  H     2,2,3,3-Tetrafluorocyclobutyl                                      423  H     Ethenyl                                                            424  H     1-Propenyl                                                         425  H     2-Methyl-1-propenyl                                                426  H     4-Methylpent-3-en-1-yl                                             427  H     2-Propenyl                                                         428  H     2-Butenyl                                                          429  H     1-Methyl-2-propenyl                                                430  H     3-Methyl-2-butenyl                                                 431  H     2,2-Difluoroethenyl                                                432  H     2,2-Dichloroethenyl                                                433  H     3,3,3-Trifluoropropenyl                                            434  H     3,3,3-Trichloropropenyl                                            435  H     3-Chloro-2-propenyl                                                436  H     Cyclopent-1-enyl                                                   437  H     Cyclopentadienyl                                                   438  H     Cyclohex-1-enyl                                                    439  H     Pentafluorocyclopentadienyl                                        440  H     Pentachlorocyclopentadienyl                                        441  H     4-Dimethylaminophenyl                                                                             m.p.: 70-71° C.                         442  H     4-Allyloxyphenyl    m.p.: 81-83° C.                         443  H     Diphenylmethyl      m.p.: 66-68° C.                         444  H     Dimethylbenzyl      .sup.1 H-NMR (CDCl.sub.3):                                                    δ = 1.45s                                                               3.78s, 4.03s, 5.00s,                                                          7.17-7.41 m                                    ______________________________________                                    

                  TABLE VII                                                       ______________________________________                                         ##STR32##                                                                    No.      R.sup.8 n        Data                                                ______________________________________                                         1       H                m.p. 156-158° C.                              2       3-Fluoro                                                              3       4-Fluoro                                                              4       3-Chloro                                                              5       4-Chloro                                                              6       3-Bromo                                                               7       4-Bromo                                                               8       3-Iodo                                                                9       4-Iodo                                                               10       3,4-Dichloro                                                         11       3,5-Dichloro                                                         12       3,6-Dichloro                                                         13       4,5-Dichloro                                                         14       3,4,5-Trichloro                                                      15       3,4,6-Trichloro                                                      16       3,4,5,6-Tetrachloro                                                  17       3,4,5,6-Tetrafluoro                                                  18       3,4,5,6-Tetrabromo                                                   19       3,5-Difluoro                                                         20       3,5-Dibromo                                                          21       3-Methyl                                                             22       4-Methyl                                                             23       3-Ethyl                                                              24       4-Ethyl                                                              25       3-iso-Propyl                                                         26       4-iso-Propyl                                                         27       3-tert-Butyl                                                         28       4-tert-Butyl                                                         29       3,4-Dimethyl                                                         30       3,5-Dimethyl                                                         31       3,6-Dimethyl                                                         32       4,5-Dimethyl                                                         33       3,4,5-Trimethyl                                                      34       3,4,6-Trimethyl                                                      35       3,4,5,6-Tetramethyl                                                  36       3-Nitro                                                              37       4-Nitro                                                              38       3,5-Dinitro                                                          39       3-Cyano                                                              40       4-Cyano                                                              41       3-Methoxy                                                            42       4-Methoxy                                                            43       3-tert.Butoxy                                                        44       4-tert.Butoxy                                                        45       3-Trifluoromethyl                                                    46       4-Trifluoromethyl                                                    47       3-Chloromethyl                                                       48       4-Chloromethyl                                                       49       3-Trifluoromethoxy                                                   50       4-Trifluoromethoxy                                                   51       3-Benzyloxy                                                          52       4-Benzyloxy                                                          53       4,5-Dibenzyloxy                                                      54       3-Phenoxy                                                            55       4-Phenoxy                                                            56       3-Phenyl                                                             57       4-Phenyl                                                             58       3-Pyrid-2'-yl                                                        59       4-Pyrid-2'-yl                                                        60       3-Pyrid-2'-yloxy                                                     61       4-Pyrid-2'-yloxy                                                     ______________________________________                                    

                  TABLE VIII                                                      ______________________________________                                         ##STR33##                                                                    No.      R.sup.8 n        Data                                                ______________________________________                                         1       H                m.p. 152-155° C.                              2       3-Fluoro                                                              3       4-Fluoro                                                              4       3-Chloro                                                              5       4-Chloro                                                              6       3-Bromo                                                               7       4-Bromo                                                               8       3-Iodo                                                                9       4-Iodo                                                               10       3,4-Dichloro                                                         11       3,5-Dichloro                                                         12       3,6-Dichloro                                                         13       4,5-Dichloro                                                         14       3,4,5-Trichloro                                                      15       3,4,6-Trichloro                                                      16       3,4,5,6-Tetrachloro                                                  17       3,4,5,6-Tetrafluoro                                                  18       3,4,5,6-Tetrabromo                                                   19       3,5-Difluoro                                                         20       3,5-Dibromo                                                          21       3-Methyl                                                             22       4-Methyl                                                             23       3-Ethyl                                                              24       4-Ethyl                                                              25       3-iso-Propyl                                                         26       4-iso-Propyl                                                         27       3-tert-Butyl                                                         28       4-tert-Butyl                                                         29       3,4-Dimethyl                                                         30       3,5-Dimethyl                                                         31       3,6-Dimethyl                                                         32       4,5-Dimethyl                                                         33       3,4,5-Trimethyl                                                      34       3,4,6-Trimethyl                                                      35       3,4,5,6-Tetramethyl                                                  36       3-Nitro                                                              37       4-Nitro                                                              38       3,5-Dinitro                                                          39       3-Cyano                                                              40       4-Cyano                                                              41       3-Methoxy                                                            42       4-Methoxy                                                            43       3-tert.Butoxy                                                        44       4-tert.Butoxy                                                        45       3-Trifluoromethyl                                                    46       4-Trifluoromethyl                                                    47       3-Chloromethyl                                                       48       4-Chloromethyl                                                       49       3-Trifluoromethoxy                                                   50       4-Trifluoromethoxy                                                   51       3-Benzyloxy                                                          52       4-Benzyloxy                                                          53       4,5-Dibenzyloxy                                                      54       3-Phenoxy                                                            55       4-Phenoxy                                                            56       3-Phenyl                                                             57       4-Phenyl                                                             58       3-Pyrid-2'-yl                                                        59       4-Pyrid-2'-yl                                                        60       3-Pyrid-2'-yloxy                                                     61       4-Pyrid-2'-yloxy                                                     ______________________________________                                    

                  TABLE IX                                                        ______________________________________                                         ##STR34##                                                                    No.     X          Y       R.sup.1                                                                             R.sup.8  Data                                ______________________________________                                         1      CHSCH.sub.3                                                                              O       CH.sub.3                                                                            H                                             2      CHSCH.sub.3                                                                              NH      CH.sub.3                                                                            H                                             3      CHSCH.sub.3                                                                              S       CH.sub.3                                                                            H                                             4      CH.sub.2   O       CH.sub.3                                                                            H                                             5      CH.sub.2   NH      CH.sub.3                                                                            H                                             6      CH.sub.2   S       CH.sub.3                                                                            H                                             7      CHCH.sub.3 O       CH.sub.3                                                                            H                                             8      CHCH.sub.3 NH      CH.sub.3                                                                            H                                             9      CHCH.sub.3 S       CH.sub.3                                                                            H                                            10      CHCH.sub.3 O       CH.sub.3                                                                            Perchloro                                    11      CHCH.sub.3 NH      CH.sub.3                                                                            Perchloro                                    12      CHCH.sub.3 S       CH.sub.3                                                                            Perchloro                                    13      CHOCH.sub.3                                                                              NH      CH.sub.3                                                                            H                                            14      CHOCH.sub.3                                                                              S       CH.sub.3                                                                            H                                            15      CHOCH.sub.3                                                                              NH      CH.sub.3                                                                            Perchloro                                    16      CHOCH.sub.3                                                                              S       CH.sub.3                                                                            Perchloro                                    17      NOCH.sub.3 NH      CH.sub.3                                                                            H                                            18      NOCH.sub.3 S       CH.sub.3                                                                            H                                            19      NOCH.sub.3 NH      CH.sub.3                                                                            Perchloro                                    20      NOCH.sub.3 S       CH.sub.3                                                                            Perchloro                                    ______________________________________                                    

In general terms, the novel compounds are extremely effective on a broadspectrum of phytopathogenic fungi, in particular those from the classconsisting of the Ascomycetes and Basidiomycetes. Some of them have asystemic action and can be used as foliar and soil fungicides.

The fungicidal compounds are of particular interest for controlling alarge number of fungi in various crops or their seeds, especially wheat.rye, barley, oats, rice, indian corn, lawns, cotton, soybeans, coffee,sugar cane, fruit and ornamentals in horticulture and viticulture, andin vegetables such as cucumbers, beans and cucurbits.

The novel compounds are particularly useful for controlling thefollowing plant diseases:

Erysiphe graminis in cereals,

Erysiphe cichoracearum and Sphaerotheca fuliginea in cucurbits,

Podosphaera leucotricha in apples,

Uncinula necator in vines,

Puccinia species in cereals,

Rhizoctonia solani in cotton,

Ustilago species in cereals and sugar cane,

Venturia inaequalis scab in apples,

Helminthosporium species in cereals,

Septoria nodorum in wheat,

Botrytis cinerea gray mold in strawberries and grapes,

Cercospora arachidicola in groundnuts,

Pseudocercosporella herpotrichoides in wheat and barley,

Pyricularia oryzae in rice,

Phytophthora infestans in potatoes and tomatoes,

Fusarium and Verticillium species in various plants,

Plasmopara viticola in grapes,

Alternaria species in fruit and vegetables.

The compounds are applied by spraying or dusting the plants with theactive ingredients, or treating the seeds of the plants with the activeingredients. They may be applied before or after infection of the plantsor seeds by the fungi. Either the fungi themselves, or the plants seedor materials to be protected against fungus attack, or the soil aretreated with a fungicidally effective amount of the active ingredient.

The novel substances can be converted into conventional formulationssuch as solutions, emulsions, suspensions, dusts, powders, pastes andgranules. The application forms depend entirely on the purposes forwhich they are intended they should at all events ensure a fine anduniform distribution of the active ingredient. The formulations areproduced in known manner, for example by extending the active ingredientwith solvents and/or carriers, with or without the use of emulsifiersand dispersants; if water is used as solvent, it is also possible toemploy other organic solvents as auxiliary solvents. Suitableauxiliaries for this purpose are solvents such as aromatics (e.g.,xylene), chlorinated aromatics (e.g., chlorobenzenes), paraffins (e.g.,crude oil fractions), alcohols (e.g., methanol, butanol), ketones (e.g.,cyclohexanone), amines (e.g., ethanolamine, dimethylformamide), andwater; carriers such as ground natural minerals (e.g., kaolins,aluminas, talc and chalk) and ground synthetic minerals (e.g., highlydisperse silica and silicates); emulsifiers such as nonionic and anonicemulsifiers (e.g., polyoxyethylene fatty alcohol ethers, alkylsulfonates and aryl sulfonates); and dispersants such as ligninsulfitewaste liquors and methylcellulose.

The fungicides generally contain from 0.1 to 95, and preferably from 0.5to 90, wt % of active ingredient. The application rates are from 0.02 to3 kg or more of active ingredient per hectare, depending on the type ofeffect desired. The novel compounds may also be used for protectingmaterials, e.g., on Paecilomyces variotii. When the active ingredientsare used for treating seed, amounts of from 0.001 to 50, and preferablyfrom 0.01 to 10, g per kg of seed are generally required.

The agents and the ready-to-use formulations prepared from them, such assolutions, emulsions, suspensions, powders, dusts, pastes and granules,are applied in conventional manner, for example by spraying, atomizing,dusting, scattering, dressing or watering.

Examples of formulations are given below.

I. A solution of 90 parts by weight of compound no. 429 (Table I) and 10parts by weight of N-methyl-α-pyrrolidone, which is suitable forapplication in the form of very fine drops.

II. A mixture of 20 parts by weight of compound no. 14 (Table II), 80parts by weight of xylene, 10 parts by weight of the adduct of 8 to 10moles of ethylene oxide and 1 mole of oleic acid-N-monoethanolamide, 5parts by weight of the calcium salt of dodecylbenzenesulfonic acid and 5parts by weight of the adduct of 40 moles of ethylene oxide and 1 moleof castor oil. By finely dispersing the mixture in water, an aqueousdispersion is obtained.

III. An aqueous dispersion of 20 parts by weight of compound no. 49(Table I), 40 parts by weight of cyclohexanone, 30 parts by weight ofisobutanol, 20 parts by weight of the adduct of 40 moles of ethyleneoxide and 1 mole of castor oil. By finely dispersing the solution inwater, an aqueous dispersion is obtained.

IV. An aqueous dispersion of 20 parts by weight of compound no. 56(Table I), 25 parts by weight of cyclohexanol, 65 parts by weight of amineral oil fraction having a boiling point between 210° and 280° C.,and 10 parts by weight of the adduct of 40 moles of ethylene oxide and 1mole of castor oil. By finely distributing the solution in water, anaqueous dispersion is obtained.

V. A hammer-milled mixture of 80 parts by weight of compound no. 14(Table I), 3 parts by weight of the sodium salt ofdiisobutylnaphthalene-α-sulfonic acid, 10 parts by weight of the sodiumsalt of a lignin-sulfonic acid obtained from a sulfite waste liquor, and7 parts by weight of powdered silica gel. By finely dispersing themixture in water, a spray liquor is obtained.

VI. An intimate mixture of 3 parts by weight of compound no. 17 (TableII) and 97 parts by weight of particulate kaolin. The dust contains 3 wt% of the active ingredient.

VII. An intimate mixture of 30 parts by weight of compound no. 17 (TableI), 92 parts by weight of powdered silica gel and 8 parts by weight ofparaffin oil sprayed onto the surface of this silica gel. Thisformulation of the active ingredient exhibits good adherence.

VIII. A stable aqueous dispersion of 40 parts by weight of compound no.571 (Table I), 10 parts of the sodium salt of a phenolsulfonicacid-urea-formaldehyde condensate, 2 parts of silica gel and 48 parts byweight of water, which dispersion can be further diluted.

IX. A stable oily dispersion of 20 parts by weight of compound no. 616(Table I), 2 parts by weight of the calcium salt ofdodecylbenzenesulfonic acid, 8 parts by weight of a fatty alcoholpolyglycol ether, 2 parts by weight of the sodium salt of aphenolsulfonic acid-urea-formaldehyde condensate and 68 parts by weightof a paraffinic mineral oil.

In these application forms, the agents according to the invention mayalso be present together with other active ingredients, for exampleherbicides, insecticides, growth regulators, and fungicides, and mayfurthermore be mixed and applied together with fertilizers. Admixturewith other fungicides frequently results in a greater fungicidal actionspectrum.

USE EXAMPLES

The active ingredient used for comparison purposes was2-(phenoxymethyl)-phenylglyoxylic acid-methyl ester-O-methyloxime (A)disclosed in EP 253,213.

USE EXAMPLE 1 Action on Wheat Brown Rust

Leaves of pot-grown wheat seedlings of the "Kanzler" variety were dustedwith spores of brown rust (Puccinia recondita). The pots were thenplaced for 24 hours at 20° to 22° C. in a high-humidity (90-95%)chamber. During this period the spores germinated and the germ tubespenetrated the leaf tissue. The infected plants were then sprayed torunoff with aqueous liquors containing (dry basis) 80% of activeingredient and 20% of emulsifier. After the sprayed-on layer had dried,the plants were set up in the greenhouse at 20° to 22° C. and a relativehumidity of 65 to 70%. The extent of rust fungus spread on the leaveswas assessed after 8 days.

The results show that active ingredients nos. 49, 429, 56, 14, 15, 16,17, 582, 578, 573, 592, 571, 704, 705 and 616 from Table I and nos. 17and 644 from Table II, applied as 0.025 wt % spray liquors, have abetter fungicidal action (95%) than prior art comparative compound A(50%).

USE EXAMPLE 2 Action on Pyricularia oryzae (Protective)

Leaves of pot-grown rice seedlings of the "Bahia" variety were sprayedto runoff with aqueous emulsions containing (dry basis) 80% of activeingredient and 20% of emulsifier. and inoculated 24 hours later with anaqueous spore suspension of Pyricularia oryzae. The plants were then setup in climatic cabinets at 22° to 24° C. and 95 to 99% relativehumidity. The extent of fungus attack was assessed after 6 days.

The results show that active ingredients nos. 429, 583, 593, 592, 571,706 and 616 from Table I and nos. 14, 15, 16, 17, 582, 592, 571, 769,782, 672, 644 and 583 from Table II, applied as 0.05 wt % spray liquors,have a very good fungicidal action (100%).

The novel compounds are also suitable for effectively combating pestssuch as insects, arachnids and nematodes. They may be used as pesticidesin crop protection and in the hygiene, stores protection and veterinarysector.

Examples of injurious insects belonging to the Lepidoptera order areAgrotis ypsilon, Agrotis segetum, Alabama argillacea, Anticarsiagemmatalis, Argyresthia conjugella, Autographa gamma, Bupalus piniarius,Cacoecia murinana, Capua reticulana, Cheimatobia brumata, Choristoneurafumiferana, Choristoneura occidentalis, Cirphis unipuncta, Cydiapomonella, Oendrolimus pini, Diaphania nitidalis, Diatraea grandiosella,Earias insulana, Elasmopalpus lignosellus, Eupoecilia ambiguella,Evetria bouliana, Feltia subterranea, Galleria mellonella, Grapholitafunebrana, Grapholita molesta, Heliothis armigera, Heliothis virescens,Heliothis zea, Hellula undalis, Hibernia defoliaria, Hyphantria cunea,Hyponomeuta malinellus, Keifferia lycopersicella, Lambdina fiscellaria,Laphygma exigua, Leucoptera coffeella, Leucoptera scitella,Lithocolletis blancardella, Lobesia botrana, Loxostege sticticalis,Lymantria dispar, Lymantria monacha, Lyonetia clerkella, Malacosomaneustria, Mamestra brassicae, Orgyia pseudotsugata, Ostrinia nubilalis,Panolis flamea, Pectinophora gossypiella, Peridroma saucia, Phalerabucephala, Phthorimaea operculella, Phyllocnistis citrella, Pierisbrassicae, Plathypena scarbra, Plutella xylostella, rseudoplusiaincludens, Phyacionia frustrana, Scrobipalpula absoluta, Sitotrogacerelella, Sparganothis pilleriana, Spodoptera frugiperda, Spodopteralittoralis, Spodoptera litura, Thaumatopoea pityocampa, Tortrixviridana, Trichoplusia ni and Zeiraphera canadensis.

Examples from the Coleoptera order are Agrilus sinuatus, Agrioteslineatus, Agriotes obscurus, Amphimallus solstitialis, Anisandrusdispar, Anthonomus grandis, Anthonomus pomorum, Atomaria linearis,Blastophagus piniperda, Blitophaga undata, Bruchus rufimanus, Bruchuspisorum, Sruchus lentis, Byctiscus betulae, Cassida nebulosa, Cerotomatrifurcata, Ceuthorrhynchus assimilis, Ceuthorrynchus napi, Chaetocnematibialis, Conoderus vespertinus, Crioceris asparagi, Oiabroticalongicornis, Diabrotica 12-punctata, Diabrotica virgifera, Epilachnavarivestis, Epitrix hirtipennis, Eutinobothrus brasiliensis, Hylobiusabietis, Hypera brunneipennis, Hypera postica, Ips typographus, Lemabilineata, Lema melanopus, Leptinotarsa decemlineata, Limoniuscalifornicus, Lissorhoptrus oryzophilus, Melanotus communis, Meligethesaeneus, Melolontha hippocastani, Melolontha melolontha, Onlema oryzae,Ortiorrhynchus sulcatus, Ortiorrhynchus ovatus, Phaedon cochleariae,Phyllotreta chrysocephala, Phyllophaga sp., Phyllopertha horticola,Phyllotreta nemorum, Phyllotreta striolata, Popillia japonica, Sltonalineatus and Sitophilus granaria.

Examples from the Diptera order are Aedes aegypti, Aedes vexans,Anastrepha ludens, Anopheles maculipennis, Ceratitis capitata, Chrysomyabezziana, Chrysomya hominivorax, Chrysomya macellaria, Contariniasorghicola, Cordylobia anthropophaga, Culex pipiens, Dacus cucurbitae,oacus oleae, Dasineura brassicae, Fannia canicularis, Gasterophilusintestinalis, Glossia morsitans, Haematobia irritans, Haplodiplosisequestris, Hylemyia platura, Hypoderma lineata, Liriomyza sativae,Liriomyza trifolii, Lucilia caprina, Lucilia cuprina, Lucilia sericata,Lycoria pectoralis, Mayetiola destructor, Musca domestica, Muscinastabulans, Oestrus ovis, Oscinella frit, Pegomya hysocyami, Phorbiaantiqua, Phorbia brassicae, Phorbia coarctata, Rhagoletis cerasi,Rhagoletis pomonella, Tabanus bovinus, Tipula oleracea and Tipulapaludosa.

Examples from the Thysanoptera order are Frankliniella fusca,Frankliniella occidentalis, Frankliniella tritici, Scirtothrips citri,Thrips oryzae, Thrips palmi and Thrips tabaci.

Examples from the Hymenoptera order are Athalia rosae, Atta cephalotes,Atta sexdens, Atta texana, Hoplocampa minuta, Hoplocampa testudinea,Monomorium pharaonis, Solenopsis geminata and Solenopsis invicta.

Examples from the Heteroptera order are Acrosternum hilare, Blissusleucopterus, Cyrtopeltis notatus, Oysdercus cingulatus, Oysdercusintermedius, Eurygaster integriceps, Euchistus impictiventris,Leptoglossus phyllopus, Lygus lineolaris, Lygus pratensis, Nezaraviridula, Piesma quadrata, Solubea insularis and Thyanta perditor.

Examples from the nematodes class are root-knot nematodes, e.g.,Meloidogyne hapla, Meloidogyne incognita and Meloidogyne javanica,cyst-forming nematodes, e.g., Globodera rostochiensis, Heteroderaavenae, Hetrodera glycinae, Heterodera schachtii and Heteroderatrifolii, and stem and leaf eelworms, e.g., Belonolaimus longicaudatus,Ditylenchus destructor, Ditylenchus dipsaci, Heliocotylenchusmulticinctus, Longidorus elongatus, Radopholus similis, Rotylenchusrobustus, Trichodorus primitivus, Tylenchorhynchus claytoni,Tylenchorhynchus dubius, Pratylenchus neglectus, Pratylenchus penetrans,Pratylenchus curvitatus and Pratylenchus goodeyi.

When the active ingredients are used for combating pests, theconcentrations in the finished formulations may vary over a wide range.Generally, the concentration is from 0.0001 to 10, and preferably from0.001 to 0.1%.

The active ingredients may also be successfully used in theultra-low-volume method (ULV), where it is possible to applyformulations containing more than 95 wt % of active ingredient, or eventhe active ingredient without any additives.

When the active ingredients are used for combating pests in the open,the application rates are from 0.01 to 10, and preferably from 0.1 to1.0, kg/ha.

USE EXAMPLE 3 Tetranychus telarius (Spider Mite); Contact Action--SprayTest

Potted bush beans which had developed the first pair of true leaves andwere heavily infested with all stages of the spider mite Tetranychustelarius were sprayed to runoff in a spray cabinet with aqueousformulations of the active ingredients. The plants were placed on arotating disc and sprayed from all sides with 50 ml of spray liquor. Theplants were heavily infested with mites and numerous eggs had been laidon them. The action was assessed after 5 days by means of a binocularmicroscope. During this period, the plants were kept under normalgreenhouse conditions.

    ______________________________________                                                       Application rate                                                                          Mortality                                          Compound no.   in ppm      in %                                               ______________________________________                                        from Table I                                                                   49             100         80                                                 36             100         80                                                 43            1000        100                                                429            1000        100                                                 38             40         100                                                 39             100        100                                                 45            1000        100                                                582            about 20    100                                                579             20          80                                                583             40         100                                                573             20         100                                                593            1000         80                                                592             40         100                                                704            about 20    100                                                705             40         100                                                from Table II                                                                  37            1000        100                                                 39            1000        100                                                 45            1000        100                                                ______________________________________                                    

USE EXAMPLE 4 Musca Domestica (Housefly); Continuous Contact Action

Both the tops and bottoms of Petri dishes 10 cm in diameter were linedwith a total of 1 ml of acetonic solutions of the active ingredients.After the solvent had evaporated (about 30 mins.), 10 files andabsorbent cotton steeped in water were introduced into each dish and thedishes closed. The flies in supine position were counted after 24 hours.

If a kill rate of 80 to 100% occurs at a concentration of 0.01 mg/dish,the test is continued with falling concentrations.

    ______________________________________                                        Compound no.   Application rate                                                                          Mortality                                          from Table I   in mg       in %                                               ______________________________________                                         49            0.1         80                                                  36            1.0         80                                                  37            0.1         100                                                582            0.1         80                                                 593            0.1         60                                                 705            0.1         100                                                706            0.1         100                                                ______________________________________                                    

USE EXAMPLE 5 Plutella Maculipennis (Diamondback Moth);Ingestion-Inhibiting Action

Young kohlrabi leaves are dipped for 3 seconds into aqueous solutions ofthe candidate compounds, and then placed on a round filter paper 9 cm indiameter which has been moistened with 0.5 ml of water. The filter paperis then placed in a Petri dish 10 cm in diameter. 10 caterpillars in the4th larval stage are then placed on each leaf and the Petri dish isclosed. Ingestion inhibition is determined in % after 48 hours.

    ______________________________________                                        Compound no.   Application rate                                                                          Mortality                                          from Table I   in ppm      in %                                               ______________________________________                                         49            200         80                                                  36            200         80                                                 429            1000        80                                                  16            400         80                                                 582            400         100                                                593            1000        80                                                 592            400         80                                                 705            400         80                                                 706            400         80                                                 ______________________________________                                    

USE EXAMPLE 6 Action on Peronospora in Grapes

Leaves of potted vines of the "Muller Thurgau" variety were sprayed withaqueous liquors containing (dry basis) 80% of active ingredient and 20%of emulsifler. To assess the duration of action of the activeingredients, the plants were, after the sprayed-on layer had dried, setup in the greenhouse for 8 days. Only then were the leaves infected witha zoospore suspension of Plasmopara viticola. The vines were then placedfor 48 hours in a water-vapor-saturated chamber at 24° C. and then for 5days in a greenhouse at from 20° to 30° C. To accelerate thesporangiophore discharge, the plants were then again set up in the moistchamber for 16 hours. The extent to which the leaves had been attackedwas then assessed.

The results show that active ingredients nos. 49, 429, 56, 14, 15, 16,17, 582, 578, 573, 592, 571, 704, 705, 616, 117, 156, 579, 583, 593 and706 from Table I, nos. 17, 644, 117, 429, 56, 43, 36, 49, 14, 15, 16,582, 614 and 672 from Table II, and compound no. 1 from Table VII have,when applied as 0.025 wt % spray liquors a better fungicidal action(95%) than the prior art comparative agent A (50%).

We claim:
 1. O-benzyloxime ether of the formula I ##STR35## where X isN--C₁ -C₄ alkoxy,Y is O or NR⁵, R¹, R² and R⁵ are H or C₁ -C₄ -alkyl, Z¹and Z² are identical or different and each is H, halogen, methyl,methoxy or cyano, R³ and R⁴ are identical or different and each ishydrogen, cyano, straight-chain or branched C₁ -C₁₀ -alkyl, C₁ -C₄-haloalkyl, C₃ -C₆ -cycloalkyl, C₃ -C₆ -halocycloalkyl, C₃ -C₆-cycloalkyl-C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl, C₁ -C₄-alkylthio-C₁ -C₄ -alkyl, arylthio-C₁ -C₄ -alkyl, C₂ -C₆ -alkenyl, C₂-C₅ -haloalkenyl, C₃ -C₆ -cycloalkenyl, C₃ -C₆ -halocycloalkenyl, C₂ -C₆-alkynyl, C₁ -C₆ -alkoxy, C₁ -C₆ -haloalkoxy, C₁ -C₄ -alkylthio,benzylthio, C₁ -C₄ -alkylcarbonyl, substituted or unsubstitutedphenylcarbonyl, substituted or unsubstituted benzylcarbonyl, C₁ -C₄-alkoxycarbonyl, substituted or unsubstituted phenoxycarbonyl,substituted or unsubstituted benzyloxycarbonyl, substituted orunsubstituted aryl, substituted or unsubstituted aryloxy, substituted orunsubstituted arylthio, substituted or unsubstituted aryl-C₁ -C₄ -alkyl,substituted or unsubstituted aryl-C₂ -C₄ -alkenyl, substituted orunsubstituted aryloxy-C₁ -C₄ -alkyl, or substituted or unsubstitutedarylthio-C₁ -C₄ -alkyl, N(R⁶)₂, where the radicals R⁶ are identical ordifferent and each is H, C₁ -C₆ -alkyl or substituted or unsubstitutedphenyl, --CO--N(R⁷)₂, where the radicals R⁷ are identical or differentand each is H or C₁ -C₄ -alkyl, substituted or unsubstituted meaning, inaddition to hydrogen, the radicals halogen, cyano, nitro, C₁ -C₄ -alkyl,C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkyl, C₁ -C₄ -haloalkoxy, C₁ -C₁₀-alkoximino-C₁ -C₂ -alkyl, aryl, aryloxy, benzyloxy, or C₃ -C₆-cycloalkyl, or R³ and R⁴ together with the carbon atom to which theyare attached form cyclopentyl, cyclohexyl, cycloheptyl, adamantyl,camphenyl, tetralyl, idanyl or fluorenyl, each of which may besubstituted by the radicals stated above under substituted orunsubstituted, or R³ and R⁴ may be halogen; and "aryl", alone or as partof another radical, is phenyl, naphthyl, or anthryl.
 2. O-Benzyloximeethers of the formula III ##STR36## where the radicals R³ and R⁴ havethe meanings given in claim
 1. 3. A compound of the formula I as setforth in claim 1, whereinX is NOCH₃ or NOC₂ H₅, Y is 0, R¹ is C₁ -C₄-alkyl, R₂ is H or C₁ -C₂ -alkyl, R₃ and R₄ are identical or differentand each is hydrogen, cyano, straight-chain or branched C₁ -C₁₀ -alkyl,C₁ -C₄ -haloalkyl, C₃ -C₆ -cycloalkyl, C₃ -C₆ -halocycloalkyl, C₃ -C₆-cycloalkyl-C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl, C₁ -C₆-alkylthio-C₁ -C₄ -alkyl, arylthio-C₁ -C₄ -alkyl, C₂ -C₆ -alkenyl, C₂-C₆ -alkynyl, C₂ -C₄ -haloalkenyl, C₁ -C₆ -alkoxy, C₁ -C₆ -alkylthio, C₁-C₄ -alkylcarbonyl, C₁ -C₄ -alkoxycarbonyl, substituted or unsubstitutedaryl, substituted or unsubstituted aryloxy, substituted or unsubstitutedarylthio, substituted or unsubstituted aryl-C₁ -C₄ -alkyl, orsubstituted or unsubstituted aryl-C₂ -C₄ -alkenyl, N(R⁶)₂, where R⁶ isidentical or different and each is H, C₁ -C₆ -alkyl, C₃ -C₆ -cycloalkylor substituted or unsubstituted phenyl, CO--N(R⁷)₂, where R⁷ isidentical or different and each is H or C₁ -C₄ -alkyl; or R³ and R⁴together with the carbon atom to which they are attached formcyclopentyl, cyclohexyl, cycloheptyl, adamantyl, camphenyl, tetralyl,indanyl, or fluorenyl, each of which may be substituted by the radicalsgiven under substituted or unsubstituted, or R³ or R⁴ may be halogen; Z¹and Z² are each hydrogen; and substituted or unsubstituted and aryl havethe meanings given in claim
 1. 4. A fungicidal composition comprising ininert carrier and a fungicidally effective amount of an O-benzyloximeether of the formula I ##STR37## according to claim
 1. 5. A process forcombating fungi, wherein the fungi, or the materials, plants or seedthreatened by fungus attack, or the soil, are treated with afungicidally effective amount of a compound of the formula I ##STR38##according to claim
 1. 6. A compound of the formula I as set forth inclaim 1, wherein R¹ is methyl, R² is H, R³ is CN, R⁴ is cyclopropyl, Xis N--OCH₃, Y is O, and Z¹ and Z² are hydrogen.
 7. A compound accordingto claim 1, wherein Y is NR⁵.
 8. A compound according to claim 7,wherein R¹ is methyl, Z¹, Z², R² and R⁵ are hydrogen, X is NOCH₃, R³ ismethyl, and R⁴ is 3,5-dichlorophenyl.
 9. O-benzyloxime ether of theformula I ##STR39## where X is N--C₁ -C₄ -alkoxy,Y is O, R¹ is C₁ -C₄-alkyl, R², Z¹ and Z² are H, R³ is hydrogen, methyl, ethyl, propyl orcyano, R⁴ is hydrogen, cyano, straight-chain or branched C₁ -C₁₀ -alkyl,C₁ -C₄ -haloalkyl, C₃ -C₆ -cycloalkyl, C₃ -C₆ -halocycloalkyl, C₃ -C₆-cycloalkyl-C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy-C₁ -C₄ -alkyl, C₁ -C₄-alkylthio-C₁ -C₄ -alkyl, arylthio-C₁ -C₄ -alkyl, C₂ -C₆ -alkenyl, C₂-C₅ -haloalkenyl, C₃ -C₆ -cycloalkenyl, C₃ -C₆ -halocycloalkenyl, C₂ -C₆-alkynyl, C₁ -C₆ -alkoxy, C₁ -C₆ -haloalkoxy, C₁ -C₄ -alkylthio,benzylthio, C₁ -C₄ -alkylcarbonyl, substituted or unsubstitutedphenylcarbonyl, substituted or unsubstituted benzylcarbonyl, C₁ -C₄-alkoxycarbonyl, substituted or unsubstituted phenoxycarbonyl,substituted or unsubstituted benzyloxycarbonyl, aryl substituted by C₁-C₁₀ -alkoximino-C₁ -C₂ -alkyl, substituted or unsubstituted aryloxy,substituted or unsubstituted arylthio, substituted or unsubstitutedaryl-C₁ -C₄ -alkyl, substituted or unsubstituted aryl-C₂ -C₄ -alkenyl,substituted or unsubstituted aryloxy-C₁ -C₄ -alkyl, or substituted orunsubstituted arylthio-C₁ -C₄ -alkyl, N(R⁶)₂, where the radicals R⁶ areidentical or different and each is H, C₁ -C₆ -alkyl or substituted orunsubstituted phenyl, --CO--N(R⁷)₂, where the radicals R⁷ are identicalor different and each is H or C₁ -C₄ -alkyl, substituted orunsubstituted meaning, in addition to hydrogen, the radicals halogen,cyano, nitro, C₁ -C₄ -alkyl, C₁ -C₄ -alkoxy, C₁ -C₄ -haloalkyl, C₁ -C₄-haloalkoxy, C₁ -C₁₀ -alkoximino-C₁ -C₂ -alkyl, aryl, aryloxy,benzyloxy, or C₃ -C₆ -cycloalkyl, or R³ and R⁴ together with the carbonatom to which they are attached form cyclopentyl, cyclohexyl,cycloheptyl, adamantyl, camphenyl, tetralyl, indanyl or fluorenyl, eachof which may be substituted by the radicals stated above undersubstituted or unsubstituted, or R³ or R⁴ may be halogen, and "aryl",alone or as part of another radical, is phenyl, naphthyl, or anthryl.